Heteroarylpiperidine and -piperazine derivatives as fungicides

ABSTRACT

Heteroarylpiperidine and -piperazine derivatives of the formula (I) 
                         
in which the symbols A, X, Y, L 1 , L 2 , G, Q, p, R 1 , R 2  and R 10  are each as defined in the description, and salts, metal complexes and N-oxides of the compounds of the formula (I), and the use thereof for controlling phytopathogenic harmful fungi and processes for preparing compounds of the formula (I).

CROSS REFERENCE TO RELATED APPLICATIONS

This application claims priority to EP 10174012.4 filed Aug. 25, 2010,U.S. 61/377,229 filed Aug. 26, 2010, EP 11154453.2 filed Feb. 15, 2011and U.S. 61/442,967 filed Feb. 15, 2011, the contents of which are allincorporated herein by reference in their entireties.

BACKGROUND

1. Field of the Invention

The invention relates to heteroarylpiperidine and -piperazinederivatives, to agrochemically active salts thereof, to use thereof andto methods and compositions for controlling phytopathogenic harmfulfungi in and/or on plants or in and/or on seed of plants, to processesfor producing such compositions and treated seed, and to use thereof forcontrolling phytopathogenic harmful fungi in agriculture, horticultureand forestry, in animal health, in the protection of materials and inthe domestic and hygiene sector. The present invention further relatesto a process for preparing heteroarylpiperidine and -piperazinederivatives.

2. Description of Related Art

It is already known that particular heterocyclically substitutedthiazoles can be used as fungicidal crop protection compositions (see WO07/014,290, WO 08/013,925, WO 08/013,622, WO 08/091,594, WO 08/091,580,WO 09/055,514, WO 09/094,407, WO 09/094,445, WO 09/132,785, WO10/037,479, WO 10/065,579, WO 11/076,510, WO 11/018,415, WO 11/018,401,WO 11/076,699). However, specifically at relatively low applicationrates, the fungicidal efficacy of these compounds is not alwayssufficient.

Since the ecological and economic demands made on modern crop protectioncompositions are increasing constantly, for example with respect toactivity spectrum, toxicity, selectivity, application rate, formation ofresidues and favourable manufacture, and there can also be problems, forexample, with resistances, it is a constant objective to develop novelcrop protection compositions, especially fungicides, which haveadvantages over the known compositions at least in some areas.

SUMMARY

It has now been found that, surprisingly, the presentheteroarylpiperidine and -piperazine derivatives achieve at least someaspects of the objects mentioned and are suitable for use as cropprotection compositions, especially as fungicides.

The invention provides compounds of the formula (I)

in which the radicals are each defined as follows:

-   A is phenyl which may contain up to five substituents,    -   where the substituents are each independently selected from        Z^(A-1),        or-   A is an optionally benzofused, unsubstituted or substituted 5- or    6-membered heteroaryl which may contain up to four substituents,    where the substituents on carbon are each independently selected    from Z^(A-2) and the substituents on nitrogen are each independently    selected from Z^(A-3),-   Z^(A-1) are the same or different and are each independently    hydrogen, halogen, hydroxyl, thiol, nitro, cyano, —C(═O)H, —C(═O)OH,    alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl,    cycloalkyl, cycloalkenyl, halocycloalkyl, halocycloalkenyl,    hydroxyalkyl, cyanoalkyl, formylalkyl, alkoxyalkyl, haloalkoxyalkyl,    cycloalkoxyalkyl, alkynyloxyalkyl, alkylthioalkyl,    alkylsulphinylalkyl, alkylaminoalkyl, haloalkylaminoalkyl,    cycloalkylaminoalkyl, dialkylaminoalkyl, alkylcarbonylalkyl,    alkylsulphonylalkyl, alkylcycloalkyl, alkylcycloalkenyl, alkoxy,    alkylcycloalkylalkyl, halocycloalkoxy, alkylthio, haloalkylthio,    cycloalkylthio, alkynylthio, alkenyloxy, alkynyloxy, haloalkoxy,    haloalkenyloxy, haloalkynyloxy, cycloalkoxy, alkoxyalkoxy,    cycloalkylalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy,    cycloalkylcarbonyloxy, cycloalkylamino, alkylcarbonylamino,    cycloalkylcarbonylamino, alkoxycarbonylamino, alkylsulphonylamino,    haloalkylsulphonylamino, phenylsulphonylamino, cycloalkylalkyl,    halocycloalkylalkyl, cycloalkylcycloalkyl, alkoxyalkoxyalkyl,    alkylaminocarbonyloxy, alkylcarbonylalkoxy, cycloalkylamino    carbonyl, cycloalkylalkoxycarbonyl, alkylsulphinyl,    haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl,    cycloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl,    cycloalkylcarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl,    trialkylsilyl, —SF₅, phenyl, —C(═O)NR³R⁴ or —NR³R⁴,-   Z^(A-2) and R^(G1) are the same or different and are each    independently hydrogen, halogen, hydroxyl, thiol, nitro, cyano,    —C(═O)H, —C(═O)OH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl,    haloalkynyl, cycloalkyl, halocycloalkyl, hydroxyalkyl, formylalkyl,    alkoxyalkyl, alkylcarbonylalkyl, alkylcycloalkyl, alkoxy,    alkylcycloalkylalkyl, alkylthio, haloalkylthio, alkynylthio,    alkenyloxy, alkynyloxy, haloalkoxy, alkoxyalkoxy, alkylcarbonyloxy,    haloalkylcarbonyloxy, cycloalkylcarbonylamino, alkylsulphonylamino,    haloalkylsulphonylamino, phenylsulphonylamino, cycloalkylalkyl,    halocycloalkylalkyl, cycloalkylcycloalkyl, alkoxycarbonyloxy,    alkylcarbonylthio, alkylsulphinyl, haloalkylsulphinyl,    alkylsulphonyl, haloalkylsulphonyl, alkylcarbonyl,    haloalkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyloxy,    —C(═O)NR³R⁴ or —NR³R⁴,-   Z^(A-3), R^(G2) and Z² are the same or different and are each    independently hydrogen, —C(═O)H, —C(═O)NR³R⁴, alkyl, alkenyl,    alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl,    halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, alkoxyalkyl,    alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl,    phenylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl,    haloalkoxycarbonyl, cycloalkoxycarbonyl, phenyl or benzyl,-   R³ and R⁴ are the same or different and are each independently    hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, benzyl or    phenyl,-   L¹ is NR^(L12) or C(R^(L11))₂,-   R^(L11) is the same or different and is independently hydrogen,    halogen, hydroxyl, cyano, —C(═O)H, —C(═O)OH, alkyl, alkenyl,    alkynyl, haloalkyl, haloalkenyl, haloalkynyl, alkoxyalkyl,    alkylthioalkyl, alkylaminoalkyl, dialkylaminoalkyl, alkoxy,    alkylthio, haloalkylthio, haloalkoxy, alkylcarbonyloxy,    alkylcarbonylamino, alkylcarbonylthio, alkylsulphonyl,    haloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl,    alkoxycarbonyl, trialkylsilyloxy, —NR³R⁴ or —C(═O)NR³R⁴,    -   or the two R^(L11) radicals, together with the carbon atom to        which they are bonded, form a cyclopropyl ring, or    -   the two R^(L11) radicals are ═CH₂, ═COR³, ═NOR³ or ═CHN(R⁹)₂,-   R^(L12) is hydrogen, —C(═O)H, alkyl, alkenyl, alkynyl, haloalkyl,    haloalkenyl, haloalkynyl, cycloalkyl, halo cycloalkyl,    alkylcycloalkyl, cycloalkylalkyl, cycloalkylaminocarbonyl,    haloalkylamino carbonyl, alkylsulphonyl, haloalkylsulphonyl,    cycloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl,    alkoxycarbonyl, haloalkoxycarbonyl, cycloalkoxycarbonyl,    alkylaminocarbonyl, dialkylaminocarbonyl, phenyl or benzyl,-   R⁹ is alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, benzyl or    phenyl,-   Y is sulphur or oxygen,-   X is carbon or nitrogen,-   R² is hydrogen, alkyl, alkenyl, haloalkyl, alkoxy, halogen, cyano or    hydroxyl,-   R¹⁰ is oxo, alkyl, alkenyl, haloalkyl, alkoxy, halogen, cyano or    hydroxyl,-   P is 0, 1 or 2,-   G is 5-membered heteroaryl which is substituted by Q and may    otherwise be unsubstituted or substituted, where the substituents on    carbon are each independently selected from R^(G1) and the    substituents on nitrogen are each independently selected from    R^(G2),-   Q is saturated or partly or fully unsaturated 5-membered    heterocyclyl which is substituted by L²-R¹ and may otherwise be    unsubstituted or substituted, where the substituents are each    independently selected from R⁵,-   R⁵ is the same or different and is independently:    -   bonded to carbon of the 5-membered heterocyclyl of Q:    -   hydrogen, oxo, halogen, cyano, hydroxyl, nitro, —CHO, —C(═O)OH,        —C(═O)NH₂, —C(═O)NR³R⁴, —NR³R⁴, alkyl, alkenyl, alkynyl,        haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, halocycloalkyl,        alkylcycloalkyl, cycloalkylalkyl, cycloalkylcycloalkyl,        halocycloalkylalkyl, alkylcycloalkylalkyl, cycloalkenyl,        halocycloalkenyl, alkoxyalkyl, haloalkoxyalkyl,        cycloalkoxyalkyl, alkoxyalkoxyalkyl, alkylthioalkyl,        formylalkyl, alkylcarbonylalkyl, alkylsulphinylalkyl,        alkylsulphonylalkyl, alkylaminoalkyl, dialkylaminoalkyl,        haloalkylaminoalkyl, cycloalkylaminoalkyl, alkylcarbonyl,        haloalkylcarbonyl, cycloalkylcarbonyl, alkoxycarbonyl,        cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl,        cycloalkylaminocarbonyl, hydroxyalkyl, alkoxy, haloalkoxy,        cycloalkoxy, halocycloalkoxy, cycloalkylalkoxy, alkenyloxy,        haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkoxyalkoxy,        alkylcarbonyloxy, haloalkylcarbonyloxy, cycloalkylcarbonyloxy,        alkylcarbonylalkoxy, alkylthio, haloalkylthio, cycloalkylthio,        alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl,        haloalkylsulphonyl, cycloalkylsulphonyl, trialkylsilyl,        alkylsulphonylamino, haloalkylsulphonylamino,    -   bonded to nitrogen of the 5-membered heterocyclyl of Q:    -   hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl,        haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl,        cycloalkylalkyl, phenyl, benzyl, alkylsulphonyl, —C(═O)H,        alkoxycarbonyl or alkylcarbonyl,-   L² is a direct bond, O, C(═O), S(O)_(m), CHR²⁰ or NR²¹,-   m is 0, 1 or 2,-   R²⁰ is hydrogen, alkyl or haloalkyl,-   R²¹ is hydrogen, alkyl, haloalkyl, cycloalkyl, alkylcarbonyl,    haloalkylcarbonyl, alkoxycarbonyl or haloalkoxycarbonyl,-   R¹ is phenyl, benzyl, naphthalenyl, an optionally benzofused,    substituted 5- or 6-membered heteroaryl which is substituted at    least once by a substituent Z⁴ and may otherwise be unsubstituted or    substituted, where the substituents are each independently selected    from Z⁴ and optionally from Z¹,    or-   R¹ is a 5- to 8-membered nonaromatic (saturated or partially    saturated) carbocyclic ring, a 5-, 6- or 7-membered nonaromatic    heterocyclyl radical or an 8- to 11-membered carbocyclic or    heterocyclic bicyclic ring, each of which is substituted at least    once by a substituent Z⁴ and may otherwise be unsubstituted or    substituted, where the substituents are each independently selected    from Z⁴ and optionally from oxo, thio or Z¹,-   Z¹ is hydrogen, halogen, hydroxyl, —SH, nitro, cyano, C(═O)H, alkyl,    alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl,    cycloalkenyl, halocycloalkyl, halocycloalkenyl, hydroxyalkyl,    alkoxyalkyl, haloalkoxyalkyl, cycloalkoxyalkyl, alkylthioalkyl,    alkylsulphinylalkyl, alkylaminoalkyl, haloalkylaminoalkyl,    cycloalkylaminoalkyl, dialkylaminoalkyl, alkylsulphonylalkyl,    alkylcycloalkyl, alkoxy, alkylcycloalkylalkyl, halocycloalkoxy,    alkylthio, haloalkylthio, cycloalkylthio, alkenyloxy, alkynyloxy,    haloalkoxy, haloalkenyloxy, haloalkynyloxy, cycloalkoxy,    alkoxyalkoxy, cycloalkylalkoxy, alkylcarbonyloxy,    haloalkylcarbonyloxy, cycloalkylcarbonyloxy, cycloalkylamino,    alkylsulphonylamino, haloalkylsulphonylamino, cycloalkylalkyl, halo    cycloalkylalkyl, cycloalkylcycloalkyl, alkoxyalkoxyalkyl,    alkylcarbonylalkoxy, cycloalkylaminocarbonyl,    cycloalkylalkoxycarbonyl, alkylcarbonylthio, alkylsulphinyl,    haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl,    cycloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl,    cycloalkylcarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl,    trialkylsilyl, —NR³R⁴, —C(═O)NR³R⁴ or -L³Z³,-   L³ is a direct bond, —CH₂—, —C(═O)—, sulphur, oxygen, —C(═O)O—,    —C(═O)NH—, —OC(═O)— or —NHC(═O)—, or

L³ is —NR²⁰—, —C(═S)—, —S(O)_(m)—, —CHR²⁰—, —CHR²⁰—CHR²⁰—, —CR²⁰═CR²⁰—,—OCHR²⁰—, —CHR²⁰O—,

-   Z³ is a phenyl radical, naphthalenyl radical or a 5- or 6-membered    heteroaryl radical, each of which may contain 0, 1, 2 or 3    substituents, where the substituents are each independently selected    from the following list:    -   substituents on carbon: halogen, cyano, nitro, hydroxyl, amino,        —SH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl,        haloalkynyl, cycloalkyl, halocycloalkyl, alkoxyalkyl,        alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, alkoxy,        haloalkoxy, cycloalkoxy, halocycloalkoxy, alkenyloxy,        alkynyloxy, alkoxyalkoxy, alkylamino, dialkylamino, alkylthio,        haloalkylthio, alkylsulphinyl, haloalkylsulphinyl,        alkylsulphonyl, haloalkylsulphonyl, trisilylalkyl or phenyl,    -   substituents on nitrogen: hydrogen, —C(═O)H, alkyl, alkenyl,        alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl,        halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, alkoxyalkyl,        alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl,        phenylsulphonyl, alkylcarbonyl, haloalkylcarbonyl,        alkoxycarbonyl, haloalkoxycarbonyl, cycloalkoxycarbonyl,        —C(═O)NR³R⁴, phenyl or benzyl,-   Z⁴ is —NHCN, —SO₂NHCN, —C(═O)OH, —C(═O)NH₂, —C(═S)NR³R⁴, —C(═O)NHCN,    cyanoalkyl, alkenylcarbonyloxy, alkoxyalkylthio,    haloalkenylcarbonyloxy, alkoxycarbonylalkyl, alkoxyalkynyl,    alkynylthio, halocycloalkylcarbonyloxy, alkenylamino, alkynylamino,    haloalkylamino, cycloalkylalkylamino, alkoxyamino, haloalkoxyamino,    alkylcarbonylamino, haloalkylcarbonylamino, alkoxycarbonylamino,    alkylcarbonyl(alkyl)amino, haloalkylcarbonyl(alkyl)amino,    alkoxycarbonyl(alkyl)amino, —NR³SO₂Z³, alkenylthio,    haloalkoxycarbonyl, alkoxyalkylcarbonyl, —SF₅,    haloalkoxycarbonylamino, —NHC(═O)H, di(haloalkyl)aminoalkyl,    halocycloalkenyloxyalkyl, alkoxy(alkyl)aminocarbonyl,    haloalkylsulphonylaminocarbonyl, alkoxycarbonylalkoxy,    alkylaminothiocarbonylamino, cycloalkylalkylaminoalkyl, —C(═NOR⁷)R⁸,    alkylthiocarbonyl, cycloalkenyloxyalkyl, alkoxyalkoxycarbonyl,    dialkylaminothiocarbonylamino, alkylsulphonylaminocarbonyl,    haloalkoxyhaloalkoxy, halocycloalkoxyalkyl, —N═C(R⁹)₂,    dialkylaminocarbonylamino, alkoxyalkenyl, alkoxyhaloalkoxy,    alkylthiocarbonyloxy, haloalkoxyalkoxy, —OSO₂Z³,    haloalkylsulphonyloxy, alkylsulphonyloxy, alkoxyhaloalkyl,    di(haloalkyl)amino, —SO₂NR³R⁴, —O(C═S)NR³R⁴, —O(C═S)SR⁹,    dialkoxyalkyl, alkylaminocarbonylamino, haloalkoxyhaloalkyl,    alkylaminocarbonylalkylamino, trialkylsilylalkynyloxy,    trialkylsilyloxy, trialkylsilylalkynyl or -L⁴Z³,    or-   Z⁴ is cyano(alkoxy)alkyl, dialkylthioalkyl, —O(C═O)H, —SCN,    alkoxysulphonyl, cycloalkylsulphinyl, —NR¹¹R¹², —C(═O)NR¹¹R¹²,    —SO₂NR¹¹R¹²    or-   Z⁴ is alkyl which may contain 1 or 2 substituents, where the    substituents are each independently selected from the following    list:    -   cyano, alkoxycarbonyl, —C(═N—R⁹)R⁸, —C(═N—NR³R⁴)R⁸,        alkylcarbonylamino, haloalkylcarbonylamino,        dialkylcarbonylamino, alkylcarbonyloxy, —C(═O)H, benzyloxy,        benzoyloxy, —C(═O)OH, alkenyloxy, alkynyloxy, haloalkenyloxy,        haloalkynyloxy, halocycloalkoxy, alkoxyamino, alkenylthio,        alkynylthio, cycloalkylthio, haloalkoxyamino, haloalkylthio,        alkenylsulphinyl, alkynylsulphinyl, cycloalkylsulphinyl,        haloalkylsulphinyl, alkenylsulphonyl, alkynylsulphonyl,        cycloalkylsulphonyl, haloalkylsulphonyl, alkoxycarbonyloxy,        alkylcarbonyloxy, cycloalkylcarbonyloxy, haloalkylcarbonyloxy,        haloalkenylcarbonyloxy, —SCN, alkylaminocarbonyloxy,        alkylcarbonyl(alkyl)amino, alkoxycarbonyl(alkyl)amino,        alkylaminocarbonylamino, alkylsulphonyloxy,        haloalkoxycarbonylamino, haloalkylcarbonyl(alkyl)amino,        haloalkylsulphonyloxy, alkylsulphonylamino,        haloalkylsulphonylamino, alkylthiocarbonyloxy, cyanoalkoxy,        cycloalkylalkoxy, benzyloxyalkoxy, alkoxyhaloalkoxy,        alkoxyalkylthio, alkoxyalkylsulphinyl, alkoxyalkylsulphonyl,        alkoxyalkylcarbonyloxy, cycloalkoxyalkoxy, haloalkoxyalkoxy,        haloalkoxyhaloalkoxy, alkoxycarbonylalkoxy, alkylcarbonylalkoxy,        alkylthioalkoxy, dialkylaminocarbonylamino, alkoxyalkoxyalkoxy,        trialkylsilyloxy, trialkylsilylalkynyloxy, alkynylcycloalkyloxy,        cycloalkylalkynyloxy, alkoxycarbonylalkynyloxy, arylalkynyloxy,        alkylaminocarbonylalkynyloxy, dialkylaminocarbonylalkynyloxy,        alkenylcarbonyloxy, alkynylcarbonyloxy, haloalkynylcarbonyloxy,        cyanoalkylcarbonyloxy, cycloalkylsulphonyloxy,        cycloalkylalkylsulphonyloxy, halocycloalkylsulphonyloxy,        alkenylsulphonyloxy, alkynylsulphonyloxy,        cyanoalkylsulphonyloxy, haloalkenylsulphonyloxy,        haloalkynylsulphonyloxy, dialkylaminocarbonyloxy,        haloalkylaminocarbonyloxy, N-alkyl-N-haloalkylaminocarbonyloxy,        alkenyloxycarbonyl, alkynyloxycarbonyl, haloalkynyloxycarbonyl,        cyanoalkyloxycarbonyl, alkenyloxysulphonyl, alkynyloxysulphonyl,        or-   Z⁴ is alkenyl which may contain 1 or 2 substituents, where the    substituents are each independently selected from the following    list:    -   trialkylsilyl, cycloalkyl, cyclopropylidenyl, alkoxy,        trialkylsilyloxy, alkylcarbonyloxy        or-   Z⁴ is alkynyl which may contain 1 or 2 substituents, where the    substituents are each independently selected from the following    list:    -   cycloalkyl, cyclopropylidenyl,        or-   Z⁴ is alkoxy which may contain 1 or 2 substituents, where the    substituents are each independently selected from the following    list:    -   alkoxycarbonyl, cycloalkoxy, alkylcarbonyloxy, —O(C═O)H,        alkylthio, hydroxyalkyl, trialkylsilyl, cycloalkylsulphonyl,        haloalkylsulphonyl, benzyloxy, alkoxyalkoxy, alkylsulphonyl,        cyano,        or-   Z⁴ is alkenyloxy which may contain 1 or 2 substituents, where the    substituents are each independently selected from the following    list:    -   cycloalkyl, hydroxyl, alkoxy, alkenyloxy, alkynyloxy,        haloalkoxy, haloalkenyloxy, haloalkynyloxy, cycloalkoxy,        cyclohaloalkoxy, alkoxycarbonyl, haloalkoxycarbonyl,        cycloalkoxycarbonyl, alkenyloxycarbonyl, haloalkenyloxycarbonyl,        alkynyloxycarbonyl, haloalkynyloxycarbonyl, alkylcarbonyl,        haloalkylcarbonyl, cycloalkylcarbonyl, cyclohaloalkylcarbonyl,        alkenylcarbonyl, haloalkenylcarbonyl, alkynylcarbonyl,        haloalkynylcarbonyl,        or-   Z⁴ is alkynyloxy which may contain 1 or 2 substituents, where the    substituents are each independently selected from the following    list:    -   cycloalkyl, alkoxycarbonyl, —Z³, alkylaminocarbonyl,        dialkylaminocarbonyl        or-   Z⁴ is a substituted hydroxyl, where the substituent is selected from    the following list:    -   alkynylcarbonyl, haloalkynylcarbonyl, cyanocarbonyl,        cyanoalkylcarbonyl, cycloalkylsulphonyl,        cycloalkylalkylsulphonyl, halocycloalkylsulphonyl,        alkenylsulphonyl, alkynylsulphonyl, cyanoalkylsulphonyl,        haloalkenylsulphonyl, haloalkynylsulphonyl, alkynylcycloalkyl,        cyanoalkenyl, cyanoalkynyl, alkoxycarbonyl, alkenyloxycarbonyl,        alkynyloxycarbonyl, alkoxyalkylcarbonyl, —C(═O)NR³R⁴,        —C(═O)NR¹¹R¹²,        or-   Z⁴ is a substituted carbonyl, where the substituent is selected from    the following list:    -   halocycloalkoxy, alkylcycloalkyl, halocycloalkyl, alkenyloxy,        alkynyloxy, cyanoalkoxy, alkylthioalkoxy,-   R⁷ is hydrogen, alkyl, haloalkyl, benzyl or Z³,-   R⁸ is hydrogen, alkyl, haloalkyl, cycloalkylalkyl, cycloalkyl,    alkylcycloalkyl, haloalkylcycloalkyl, alkoxylalkyl, haloalkoxyalkyl,    benzyl or phenyl,-   R¹¹ is alkenyl, alkynyl, alkoxyalkyl, cyanoalkyl, formyl, haloalkyl,    benzyl, phenyl, alkylcarbonyl, cycloalkoxycarbonyl, alkoxycarbonyl,    alkenyloxycarbonyl, alkynyloxycarbonyl, haloalkylcarbonyl,    halocycloalkylcarbonyl, cycloalkoxycarbonyl, cycloalkylcarbonyl,    dialkylaminocarbonyl, dialkylaminothiocarbonyl,-   R¹² is alkenyl, alkynyl, alkoxyalkyl, cyanoalkyl, formyl, hydrogen,    haloalkyl, benzyl, phenyl, alkylcarbonyl, cycloalkoxycarbonyl,    alkoxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl,    haloalkylcarbonyl, halocycloalkylcarbonyl, cycloalkoxycarbonyl,    cycloalkylcarbonyl, dialkylaminocarbonyl, dialkylaminothiocarbonyl,-   L⁴ is —C(═O)O—, —C(═O)NR³—, —OC(═O)—, —NR³C(═O)—, —OCH₂C≡C— or    —OCH₂CH═CH—,    and salts, metal complexes and N-oxides of the compounds of the    formula (I).

The invention further provides for the use of the compounds of theformula (I) as a fungicide.

Inventive heteroarylpiperidine and -piperazine derivatives of theformula (I) and the salts, metal complexes and N-oxides thereof are verysuitable for controlling phytopathogenic harmful fungi. Theaforementioned inventive compounds exhibit, in particular, potentfungicidal activity and can be used in crop protection, in the domesticand hygiene sector and in the protection of materials.

The compounds of the formula (I) may be present either in pure form oras mixtures of different possible isomeric forms, especially ofstereoisomers, such as E and Z, threo and erythro, and also opticalisomers, such as R and S isomers or atropisomers, and, if appropriate,also of tautomers. Both the E and Z isomers, and the threo and erythroisomers, and also the optical isomers, any desired mixtures of theseisomers, and the possible tautomeric forms are claimed.

The radical definitions of the inventive compounds of the formula (I)have the following preferred, more preferred and most preferreddefinitions:

-   A is preferably phenyl which may contain up to two substituents,    where the substituents are each independently selected from the    following list:    -   halogen, cyano, hydroxyl, —NR³R⁴, —C(═O)NR³R⁴, nitro,        C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₈-cycloalkyl,        C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl,        C₃-C₆-halocycloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,        C₁-C₄-alkenyloxy, C₁-C₄-alkynyloxy, C₁-C₄-alkylthio,        C₁-C₄-alkylsulphonyl, C₁-C₄-haloalkylthio,        C₁-C₄-haloalkylsulphonyl, C₁-C₄-alkoxy-C₁-C₆-alkyl,        hydroxyl-C₁-C₄-alkyl, C₁-C₆-alkylcarbonyl, C₁-C₆-alkoxycarbonyl,        C₁-C₆-alkylcarbonyloxy or —C(═O)H, or,-   A is preferably a heteroaromatic radical selected from the following    group: furan-2-yl, furan-3-yl, thiophen-2-yl, thiophen-3-yl,    isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl, pyrrol-1-yl,    pyrrol-2-yl, pyrrol-3-yl, oxazol-2-yl, oxazol-4-yl, oxazol-5-yl,    thiazol-2-yl, thiazol-4-yl, thiazol-5-yl, isothiazol-3-yl,    isothiazol-4-yl, isothiazol-5-yl, pyrazol-1-yl, pyrazol-3-yl,    pyrazol-4-yl, imidazol-1-yl, imidazol-2-yl, imidazol-4-yl,    1,2,3-triazol-1-yl, 1,2,4-triazol-1-yl, pyridin-2-yl, pyridin-3-yl,    pyridin-4-yl, pyridazin-3-yl, pyridazin-4-yl, pyrazin-2-yl,    pyrazin-3-yl, pyrimidin-2-yl, pyrimidin-4-yl or pyrimidin-5-yl which    may contain up to two substituents, where the substituents are each    independently selected from the following list:    -   substituents on carbon:    -   halogen, cyano, hydroxyl, nitro, —NR³R⁴, C₁-C₆-alkyl,        C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₆-cycloalkyl, C₁-C₆-haloalkyl,        C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl, C₃-C₆-halocycloalkyl,        C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylthio,        C₁-C₄-alkylsulphonyl, C₁-C₄-haloalkylthio,        C₁-C₄-haloalkylsulphonyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        hydroxy-C₁-C₄-alkyl, C₁-C₆-alkylcarbonyl, C₁-C₆-alkoxycarbonyl,        C₁-C₆-alkylcarbonyloxy or phenyl,    -   substituents on nitrogen:    -   C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl,        C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl,        C₃-C₁₀-cycloalkyl-C₁-C₆-alkyl, C₁-C₆-haloalkylcarbonyl, phenyl,        benzyl, C₁-C₄-alkylsulphonyl, C₁-C₄-haloalkylsulphonyl,        phenylsulphonyl, —C(═O)H, or C₁-C₆-alkylcarbonyl,-   A is more preferably phenyl which may contain up to two    substituents, where the substituents are each independently selected    from the following list: fluorine, bromine, iodine, chlorine, cyano,    nitro, methyl, ethyl, n-propyl, 1-methylethyl, 1,1-dimethylethyl,    chlorofluoromethyl, dichloromethyl, dichlorofluoromethyl,    difluoromethyl, trichloromethyl, trifluoromethyl, cyclopropyl,    ethoxy, 1-methylethoxy, n-propoxy, methoxy, trifluoromethoxy,    difluoromethoxy, 1-methylethylthio, methylthio, ethylthio,    n-propylthio, difluoromethylthio or trifluoromethylthio, or-   A is more preferably a heteroaromatic radical selected from the    following group: furan-2-yl, furan-3-yl, thiophen-2-yl,    thiophen-3-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl,    pyrrol-1-yl, pyrrol-2-yl, pyrrol-3-yl, oxazol-2-yl, oxazol-4-yl,    oxazol-5-yl, thiazol-2-yl, thiazol-4-yl, thiazol-5-yl,    isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, pyrazol-1-yl,    pyrazol-3-yl, pyrazol-4-yl, imidazol-1-yl, imidazol-2-yl,    imidazol-4-yl, 1,2,3-triazol-1-yl, 1,2,4-triazol-1-yl, pyridin-2-yl,    pyridin-3-yl, pyridin-4-yl, pyridazin-3-yl, pyridazin-4-yl,    pyrimidin-2-yl, pyrimidin-4-yl or pyrimidin-5-yl, which may contain    up to two substituents, where the substituents are the same or    different and are each independently selected from the following    list:    -   substituents on carbon:    -   fluorine, chlorine, bromine, iodine, cyano, nitro, methyl,        ethyl, n-propyl, 1-methylethyl, 1,1-dimethylethyl,        chlorofluoromethyl, dichloromethyl, dichlorofluoromethyl,        difluoromethyl, trichloromethyl, trifluoromethyl, cyclopropyl,        ethoxy, 1-methylethoxy, n-propoxy, methoxy, trifluoromethoxy,        difluoromethoxy, 1-methylethylthio, methylthio, ethylthio,        n-propylthio, difluoromethylthio, trifluoromethylthio or phenyl,    -   substituents on nitrogen:    -   methyl, ethyl, n-propyl, 1-methylethyl, methylsulphonyl,        trifluoromethylsulphonyl, methylcarbonyl,        trifluoromethylcarbonyl, chloromethylcarbonyl,        2,2-trifluoroethyl, 2,2-difluoroethyl,        2,2-dichloro-2-fluoroethyl, 2-chloro-2-difluoroethyl or        2-chloro-2-fluoroethyl.

A is most preferably pyrazol-1-yl which may contain up to twosubstituents, where the substituents are each independently selectedfrom the following list:

-   -   methyl, ethyl, chlorine, bromine, fluorine, difluoromethyl or        trifluoromethyl, or

-   A is most preferably phenyl which may contain up to two    substituents, where the substituents are each independently selected    from the following list:    -   methyl, ethyl, iodine, chlorine, bromine, fluorine, methoxy,        ethoxy, difluoromethyl or trifluoromethyl.

R³ and R⁴ are preferably the same or different and are eachindependently hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,C₁-C₆-haloalkyl, C₃-C₈-cycloalkyl, benzyl or phenyl, and more preferablyhydrogen, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl or1,1-dimethylethyl,

-   L¹ is preferably C(R^(L11))₂ (more preferably CHR^(L11)) or NR^(L12)    and most preferably CH₂,-   R^(L11) is preferably hydrogen, methyl, ethyl or cyclopropyl,    -   or the two R^(L11) radicals, together with the carbon atom to        which they are bonded, form a cyclopropyl ring, or    -   the two R^(L11) radicals are ═CHN(R⁹)₂,-   R^(L11) is more preferably hydrogen or methyl,-   R^(L12) is preferably hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,    C₃-C₈-cycloalkyl, C₁-C₄-alkylsulphonyl, C₁-C₄-alkoxycarbonyl, and    more preferably hydrogen or methyl, and most preferably hydrogen,-   R⁹ is preferably the same or different and is independently    C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl,    C₃-C₈-cycloalkyl, benzyl or phenyl, and more preferably hydrogen,    methyl, ethyl, n-propyl, 1-methylethyl, n-butyl or    1,1-dimethylethyl,-   Y is preferably oxygen or sulphur and more preferably oxygen,-   X is carbon or nitrogen and preferably carbon,-   R² is preferably hydrogen, C₁-C₄-alkyl, C₁-C₄-alkenyl,    C₁-C₄-haloalkyl, C₁-C₄-alkoxy, halogen, cyano or hydroxyl, and more    preferably hydrogen, fluorine, chlorine, bromine or hydroxyl, and    most preferably hydrogen or fluorine,-   R¹⁰ is preferably oxo, C₁-C₄-alkyl, C₁-C₄-alkenyl, C₁-C₄-haloalkyl,    C₁-C₄-alkoxy, halogen, cyano or hydroxyl, and more preferably    fluorine, chlorine, bromine or hydroxyl, and most preferably    fluorine,-   p is preferably 0 to 1, and more preferably 0,-   G is preferably

-   -   where the bond identified by “v” is bonded directly to X and        where the bond identified by “w” is bonded directly to Q,

-   G is more preferably G¹, G² or G³, and most preferably G¹,

-   R^(G1) is preferably hydrogen or halogen and more preferably    hydrogen,

-   Q is preferably

-   -   where the bond identified by “*” is bonded directly to G or L²,        and where the bond identified by “#” is bonded directly to L² or        G, or where the bond identified by “*” is bonded directly to L²,        and the bond identified by “*” is at the same time bonded        directly to G,

-   Q is more preferably

-   -   where the bond identified by “x” is bonded directly to G and        where the bond identified by “y” is bonded directly to L²,

-   R⁵ is preferably the same or different and is independently    -   bonded to carbon of the 5-membered heterocyclyl of Q:    -   hydrogen, cyano, —NR³R⁴, C₁-C₆-alkyl, C₂-C₆-alkenyl,        C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl,        C₂-C₆-haloalkynyl, C₃-C₈-cycloalkyl, C₃-C₈-halocycloalkyl,        C₃-C₈-halocycloalkyl, C₁-C₄-alkyl-C₃-C₈-cycloalkyl,        C₃-C₈-cycloalkyl-C₁-C₄-alkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        C₃-C₈-cycloalkoxy-C₁-C₄-alkyl,        C₁-C₄-alkoxy-C₁-C₄-alkoxy-C₁-C₄-alkyl,        C₁-C₄-alkylthio-C₁-C₄-alkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,        C₃-C₈-cycloalkoxy, C₃-C₈-halocycloalkoxy,        C₃-C₈-cycloalkyl-C₁-C₄-alkoxy, C₂-C₆-alkenyloxy,        C₂-C₆-haloalkenyloxy, C₂-C₆-alkynyloxy, C₂-C₆-haloalkynyloxy,        C₁-C₆-alkoxy-C₁-C₄-alkoxy, C₁-C₆-alkylcarbonyloxy,        C₁-C₆-haloalkylcarbonyloxy, C₃-C₈-cycloalkylcarbonyloxy,        C₁-C₆-alkylcarbonyl-C₁-C₆-alkoxy, C₁-C₆-alkylthio,        C₁-C₆-haloalkylthio, C₃-C₈-cycloalkylthio,    -   bonded to nitrogen of the 5-membered heterocyclyl of Q:    -   hydrogen, —C(═O)H, C₁-C₃-alkyl, C₁-C₆-alkylcarbonyl,        C₁-C₆-alkoxycarbonyl or benzyl,

-   R⁵ is more preferably hydrogen, cyano, methyl, trifluoromethyl,    difluoromethyl or methoxymethyl, or

-   R⁵ is most preferably hydrogen,

-   L² is preferably a direct bond, —O—, —C(═O)—, —S(O)_(m)—, —CHR²⁰— or    —NR²¹—, and more preferably a direct bond, —C(═O)—, —CHR²⁰— or    —NR²¹—, and most preferably a direct bond,

-   m is preferably 0 or 2,

-   R²⁰ is preferably hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, and more    preferably hydrogen, methyl, ethyl, trifluoromethyl,

-   R²¹ is preferably hydrogen, C₁-C₆-alkyl, C₁-C₆-haloalkyl,    C₁-C₆-alkylcarbonyl, C₁-C₆-haloalkylcarbonyl, C₁-C₆-alkoxycarbonyl    or C₁-C₆-haloalkoxycarbonyl, and more preferably hydrogen or methyl,

-   R¹ is preferably C₅-C₆-cycloalkenyl or C₃-C₈-cycloalkyl, where the    C₅-C₆-cycloalkenyl or C₃-C₈-cycloalkyl is in each case substituted    at least once by a substituent Z⁴ and may otherwise be unsubstituted    or substituted, where the substituents are each independently    selected from Z⁴ and optionally from Z¹⁻¹, and more preferably    substituted cyclopentenyl, cyclohexenyl, cyclopentyl, cyclohexyl or    cycloheptyl, each of which may contain 1 or 2 substituents, where    the substituents are each independently selected at least once from    Z⁴ and optionally from the following list: methyl, ethyl, methoxy,    ethoxy, trifluoromethoxy, ethynyl, 2-propenyloxy, 2-propynyloxy,    methylcarbonyloxy, ethylcarbonyloxy, trifluorocarbonyloxy,    methylthio, ethylthio or trifluoromethylthio, or

-   R¹ is preferably phenyl which is substituted at least once by a    substituent Z⁴ and may otherwise be unsubstituted or substituted,    where the substituents are each independently selected from Z⁴ and    optionally from Z¹⁻², and more preferably phenyl which may contain    1, 2 or 3 substituents, where the substituents are each    independently selected at least once from Z⁴ and optionally from the    following list: fluorine, chlorine, bromine, iodine, cyano, nitro,    hydroxyl, amino, —SH, —C(═O)H, methyl, ethyl, n-propyl,    1-methylethyl, n-butyl, 1,1-dimethylethyl, 1,2-dimethylethyl,    ethenyl, ethynyl, trifluoromethyl, difluoromethyl, trichloromethyl,    dichloromethyl, cyclopropyl, methoxy, ethoxy, n-propoxy,    1-methylethoxy, 1,1-dimethylethoxy, methylcarbonyl, ethylcarbonyl,    trifluoromethylcarbonyl, methoxycarbonyl, ethoxycarbonyl,    n-propoxycarbonyl, 1-methylethoxycarbonyl,    1,1-dimethylethoxycarbonyl, 1-ethenyloxy, 2-propenyloxy,    2-propynyloxy, methylcarbonyloxy, trifluoromethylcarbonyloxy,    chloromethylcarbonyloxy, methylthio, ethylthio, methylsulphonyl,    methylsulphonylamino, trifluoromethylsulphonylamino or -L³R³, and    most preferably phenyl which contains one substituent, where the    substituent is selected from the following list:    -   N-methoxy-N-methylamino carbonyl, —C(═NOH)H, —C(═NOCH₃)H,        —C(═NOCH₂CH₃)H, —C(═NOCH(CH₃)CH₃)H, —C(═NOH)CH₃, —C(═NOCH₃)CH₃,        —C(═NOCH₂CH₃)CH₃, —C(═NOCH(CH₃)CH₃)CH₃, dimethylaminosulphonyl,        C(═O)NH₂, ethylaminosulphonyl, trimethylsilylethynyl,        diethylaminosulphonyl, methylaminosulphonyl, trimethylsilyloxy,        trimethylsilylethynyloxy, trifluoromethylamino,        dimethylaminocarbonylamino, C(═O)OH,        1,1-dimethylethylcarbonylamino, chloromethylcarbonylamino,        trifluoromethylcarbonylamino, 1,1-dimethylethoxycarbonylamino,        ethylcarbonylamino, 1-methylethoxycarbonylamino,        trifluoromethylcarbonylamino, methylcarbonylamino,        1-methylethylcarbonylamino, trifluoromethylsulphonyloxy,        methylsulphonyloxy or phenylsulphonylamino,

-   R¹ is preferably naphthalen-1-yl, naphthalen-2-yl,    1,2,3,4-tetrahydronaphthalen-1-yl,    1,2,3,4-tetrahydronaphthalen-2-yl,    5,6,7,8-tetrahydronaphthalen-1-yl,    5,6,7,8-tetrahydronaphthalen-2-yl, decalin-1-yl, decalin-2-yl,    1H-inden-1-yl, 2,3-dihydro-1H-inden-1-yl, 1H-inden-2-yl,    1H-inden-3-yl, 1H-inden-4-yl, 1H-inden-5-yl, 1H-inden-6-yl,    1H-inden-7-yl, indan-1-yl, indan-2-yl, indan-3-yl, indan-4-yl or    indan-5-yl,    -   where these are each substituted at least once by a substituent        Z⁴ and may otherwise be unsubstituted or substituted, where the        substituents are each independently selected from Z⁴ and        optionally from Z¹⁻³,

-   R¹ is more preferably naphthalen-1-yl, naphthalen-2-yl,    1,2,3,4-tetrahydronaphthalen-1-yl,    1,2,3,4-tetrahydronaphthalen-2-yl,    5,6,7,8-tetrahydronaphthalen-1-yl,    5,6,7,8-tetrahydronaphthalen-2-yl, decalin-1-yl, decalin-2-yl,    1H-inden-1-yl, 2,3-dihydro-1H-inden-1-yl, 1H-inden-2-yl,    1H-inden-3-yl, 1H-inden-4-yl, 1H-inden-5-yl, 1H-inden-6-yl,    1H-inden-7-yl, indan-1-yl, indan-2-yl, indan-3-yl, indan-4-yl or    indan-5-yl, where these are each substituted at least once by a    substituent Z⁴ and may otherwise contain further substituents each    independently selected from Z⁴ and optionally the group consisting    of methyl, methoxy, cyano, fluorine, chlorine, bromine and iodine,    where a total of at most three substituents are present in the    particularly preferred variant,

-   R¹ is preferably a 5- or 6-membered heteroaryl radical which is    substituted at least once by a substituent Z⁴ and may otherwise be    unsubstituted or substituted, where the substituents on carbon are    each independently selected from Z⁴ and optionally from Z¹⁻⁴, and    the substituents on nitrogen are each independently selected from    Z²,

-   R¹ is more preferably furan-2-yl, furan-3-yl, thiophen-2-yl,    thiophen-3-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl,    pyrrol-1-yl, pyrrol-2-yl, pyrrol-3-yl, oxazol-2-yl, oxazol-4-yl,    oxazol-5-yl, thiazol-2-yl, thiazol-4-yl, thiazol-5-yl,    isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, pyrazol-1-yl,    pyrazol-3-yl, pyrazol-4-yl, imidazol-1-yl, imidazol-2-yl,    imidazol-4-yl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl,    1,3,4-oxadiazol-2-yl, 1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-5-yl,    1,3,4-thiadiazol-2-yl, 1,2,3-triazol-1-yl, 1,2,3-triazol-2-yl,    1,2,3-triazol-4-yl, 1,2,4-triazol-1-yl, 1,2,4-triazol-3-yl,    1,2,4-triazol-4-yl, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl,    pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl,    pyrimidin-5-yl or pyrazin-2-yl, each of which may contain 1 or 2    substituents, where the substituents are each independently selected    at least once from Z⁴ and optionally from the following list:    -   substituents on carbon: fluorine, chlorine, bromine, iodine,        cyano, nitro, hydroxyl, amino, —SH, —C(═O)H, methyl, ethyl,        n-propyl, 1-methylethyl, n-butyl, 1,1-dimethylethyl,        1,2-dimethylethyl, ethenyl, ethynyl, trifluoromethyl,        difluoromethyl, trichloromethyl, dichloromethyl, cyclopropyl,        methoxy, ethoxy, n-propoxy, 1-methylethoxy, 1,1-dimethylethoxy,        methylcarbonyl, ethylcarbonyl, trifluoromethylcarbonyl,        methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl,        1-methylethoxycarbonyl, 1,1-dimethylethoxycarbonyl,        1-ethenyloxy, 2-propenyloxy, 2-propynyloxy, methylcarbonyloxy,        trifluoromethylcarbonyloxy, chloromethylcarbonyloxy,        methylcarbonylamino, trifluoromethylcarbonylamino,        chloromethylcarbonylamino, methylthio, ethylthio,        methylsulphinyl, methylsulphonyl, methylsulphonyloxy,        trifluoromethylsulphonyloxy, methylsulphonylamino or        trifluoromethylsulphonylamino,    -   substituents on nitrogen: methyl, ethyl, n-propyl, —C(═O)H,        methylcarbonyl, trifluoromethylcarbonyl, chloromethylcarbonyl,        methylsulphonyl, trifluoromethylsulphonyl, phenylsulphonyl,        phenyl or 2-propynyl, or

-   R¹ is preferably benzofused substituted 5- or 6-membered heteroaryl    which is substituted by at least one substituent Z⁴ and may    otherwise be unsubstituted or substituted, where the substituents on    carbon are each independently selected from Z¹⁻⁵, and the    substituents on nitrogen are each independently selected from Z²,    and more preferably indol-1-yl, indol-2-yl, indol-3-yl, indol-4-yl,    indol-5-yl, indol-6-yl, indol-7-yl, benzimidazol-1-yl,    benzimidazol-2-yl, benzimidazol-4-yl, benzimidazol-5-yl,    indazol-1-yl, indazol-3-yl, indazol-4-yl, indazol-5-yl,    indazol-6-yl, indazol-7-yl, indazol-2-yl, 1-benzofuran-2-yl,    1-benzofuran-3-yl, 1-benzofuran-4-yl, 1-benzofuran-5-yl,    1-benzofuran-6-yl, 1-benzofuran-7-yl, 1-benzothiophen-2-yl,    1-benzothiophen-3-yl, 1-benzothiophen-4-yl, 1-benzothiophen-5-yl,    1-benzothiophen-6-yl, 1-benzothiophen-7-yl, 1,3-benzothiazol-2-yl,    1,3-benzothiazol-4-yl, 1,3-benzothiazol-5-yl, 1,3-benzothiazol-6-yl,    1,3-benzothiazol-7-yl, 1,3-benzoxazol-2-yl, 1,3-benzoxazol-4-yl,    1,3-benzoxazol-5-yl, 1,3-benzoxazol-6-yl, 1,3-benzoxazol-7-yl,    quinolin-2-yl, quinolin-3-yl, quinolin-4-yl, quinolin-5-yl,    quinolin-6-yl, quinolin-7-yl, quinolin-8-yl, isoquinolin-1-yl,    isoquinolin-3-yl, isoquinolin-4-yl, isoquinolin-5-yl,    isoquinolin-6-yl, isoquinolin-7-yl or isoquinolin-8-yl, each of    which may contain up to two substituents, where the substituents are    each independently selected from the following list:    -   substituents on carbon: fluorine, chlorine, bromine, iodine,        methyl, methoxy, 2-propynyloxy, 2-propenyloxy, substituents on        nitrogen: methyl, ethyl, n-propyl, —C(═O)H, methylcarbonyl,        trifluoromethylcarbonyl, chloromethylcarbonyl, methylsulphonyl,        trifluoromethylsulphonyl, phenylsulphonyl, phenyl or 2-propynyl,        or

-   R¹ is preferably C₅-C₁₅-heterocyclyl which is substituted on carbon    at least once by a substituent Z⁴ and may otherwise be unsubstituted    or substituted, where the substituents, optionally on carbon, are    each independently selected from Z¹⁻⁶ and the substituents on    nitrogen are each independently selected from Z²,

-   R¹ is more preferably piperidin-1-yl, piperidin-2-yl,    piperidin-3-yl, piperidin-4-yl, piperazin-1-yl, piperazin-2-yl,    piperazin-3-yl, morpholin-1-yl, morpholin-2-yl, morpholin-3-yl,    tetrahydropyran-2-yl, tetrahydropyran-3-yl, tetrahydropyran-4-yl,    1,2,3,4-tetrahydroquinolin-1-yl, 1,2,3,4-tetrahydroisoquinolin-2-yl,    1,2,3,4-tetrahydroquinoxalin-1-yl, indolin-1-yl, isoindolin-2-yl,    decahydroquinolin-1-yl or decahydroisoquinolin-2-yl, each of which    may contain 1 or 2 substituents, where the substituents are each    independently selected at least once from Z⁴ and optionally from the    following list:    -   substituents on carbon: fluorine, chlorine, bromine, iodine,        methyl, methoxy, 2-propynyloxy, 2-propenyloxy,    -   substituents on nitrogen: methyl, ethyl, n-propyl, —C(═O)H,        methylcarbonyl, trifluoromethylcarbonyl, chloromethylcarbonyl,        methylsulphonyl, trifluoromethylsulphonyl, phenylsulphonyl,        phenyl or 2-propynyl,

-   Z¹⁻¹ are the same or different and are each independently hydrogen,    cyano, halogen, —C(═O)H, C₁-C₆-alkyl, C₁-C₆-haloalkyl,    C₃-C₆-cycloalkyl, C₂-C₆-alkenyl, C₂-C₆-haloalkenyl, C₂-C₆-alkynyl,    C₂-C₆-haloalkynyl, hydroxyl, oxo, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,    C₂-C₆-alkenyloxy, C₂-C₆-alkynyloxy, C₁-C₆-alkylcarbonyloxy,    C₁-C₆-haloalkylcarbonyloxy, C₁-C₆-alkylthio or C₁-C₆-haloalkylthio,

-   Z¹⁻¹ is hydrogen, halogen, cyano, hydroxyl, —SH, nitro, —C(═O)H,    —C(═O)NR³R⁴, —NR³R⁴, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,    C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl,    C₃-C₈-cycloalkyl, C₃-C₈-halocycloalkyl, C₃-C₈-cycloalkenyl,    C₃-C₈-halocycloalkenyl, C₁-C₆-alkoxy-C₁-C₆-alkyl,    C₁-C₆-alkylcarbonyl, C₁-C₆-haloalkylcarbonyl,    C₃-C₈-cycloalkylcarbonyl, C₁-C₆-alkoxycarbonyl,    C₃-C₈-cycloalkoxycarbonyl, C₃-C₈-cycloalkylaminocarbonyl,    C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₃-C₈-cycloalkoxy,    C₃-C₈-halocycloalkoxy, C₂-C₆-alkenyloxy, C₂-C₆-haloalkenyloxy,    C₂-C₆-alkynyloxy, C₂-C₆-haloalkynyloxy, C₁-C₄-alkoxy-C₁-C₄-alkoxy,    C₁-C₆-alkylcarbonyloxy, C₁-C₆-haloalkylcarbonyloxy,    C₃-C₈-cycloalkylcarbonyloxy, C₁-C₆-alkylcarbonyl-C₁-C₄-alkoxy,    C₁-C₆-alkylthio, C₁-C₆-haloalkylthio, C₃-C₆-cycloalkylthio,    C₁-C₆-alkylsulphonyl, C₁-C₆-haloalkylsulphonyl,    C₃-C₈-cycloalkylsulphonyl, C₁-C₆-alkylsulphonylamino,    C₁-C₆-haloalkylsulphonylamino, tri(C₁-C₄-alkyl)silyl, or -L³Z³,

-   Z¹⁻³ and Z¹⁻⁵ are the same or different and are each independently    hydrogen, halogen, cyano, nitro, —C(═O)H, —NR³R⁴, —C(═O)NR³R⁴,    C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl,    C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,    C₁-C₆-alkylcarbonyl, C₁-C₆-alkoxycarbonyl, C₁-C₄-alkoxy,    C₁-C₄-haloalkoxy, C₁-C₆-alkylcarbonyloxy, C₁-C₆-alkylcarbonylthio,    C₁-C₄-alkylthio, C₁-C₄-haloalkylthio, C₁-C₄-alkylsulphonyl,    C₁-C₄-haloalkylsulphonyl or C₁-C₆-haloalkylcarbonyloxy,

-   Z¹⁻⁴ is hydrogen, halogen, cyano, hydroxyl, —SH, nitro, —C(═O)H,    —C(═O)NR³R⁴, —NR³R⁴, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,    C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl,    C₃-C₈-cycloalkyl, C₃-C₈-halocycloalkyl, C₃-C₈-cycloalkenyl,    C₃-C₈-halocycloalkenyl, C₁-C₆-alkoxy-C₁-C₆-alkyl,    C₁-C₆-alkylcarbonyl, C₁-C₆-haloalkylcarbonyl,    C₃-C₈-cycloalkylcarbonyl, C₁-C₆-alkoxycarbonyl,    C₃-C₈-cycloalkoxycarbonyl, C₃-C₈-cycloalkylaminocarbonyl,    C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₃-C₈-cycloalkoxy,    C₃-C₈-halocycloalkoxy, C₂-C₆-alkenyloxy, C₂-C₆-haloalkenyloxy,    C₂-C₆-alkynyloxy, C₂-C₆-haloalkynyloxy, C₁-C₄-alkoxy-C₁-C₄-alkoxy,    C₁-C₆-alkylcarbonyloxy, C₁-C₆-haloalkylcarbonyloxy,    C₃-C₈-cycloalkylcarbonyloxy, C₁-C₆-alkylcarbonyl-C₁-C₄-alkoxy,    C₁-C₆-alkylthio, C₁-C₆-haloalkylthio, C₃-C₆-cycloalkylthio,    C₁-C₆-alkylsulphonyl, C₁-C₆-haloalkylsulphonyl,    C₃-C₈-cycloalkylsulphonyl, C₁-C₆-alkylsulphonylamino or    C₁-C₆-haloalkylsulphonylamino,

-   Z¹⁻⁶ are the same or different and are each independently hydrogen,    cyano, halogen, —C(═O)H, —C(═O)NR³R⁴, phenyl, C₁-C₆-alkyl,    C₁-C₆-haloalkyl, C₃-C₆-cycloalkyl, C₂-C₆-alkenyl, C₂-C₆-haloalkenyl,    C₂-C₆-alkynyl, C₂-C₆-haloalkynyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,    C₂-C₆-alkenyloxy, C₂-C₆-alkynyloxy, C₁-C₆-alkylthio, —NR³R⁴,    C₁-C₆-alkylcarbonyl, C₁-C₆-alkoxycarbonyl, C₁-C₆-alkylcarbonyloxy or    C₁-C₆-haloalkylthio,

-   Z² is the same or different and is independently preferably    hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,    C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl,    C₁-C₄-alkoxy-C₁-C₄-alkyl, phenyl, benzyl, C₁-C₄-haloalkylsulphonyl,    C₁-C₆-alkoxycarbonyl, C₁-C₆-haloalkoxycarbonyl, phenylsulphonyl,    C₁-C₄-alkylsulphonyl, —C(═O)H, C₁-C₃-haloalkylcarbonyl or    C₁-C₃-alkylcarbonyl,

-   R⁷ is preferably hydrogen, C₁-C₆-alkyl, C₁-C₆-haloalkyl, benzyl or    Z³, more preferably hydrogen, methyl, ethyl, n-propyl,    1-methylethyl, n-butyl, 1,1-dimethylethyl or 2-methylpropyl,

-   R⁸ is preferably hydrogen, C₁-C₆-alkyl, C₁-C₆-haloalkyl,    C₃-C₈-cycloalkyl-C₁-C₄-alkyl, C₃-C₈-cycloalkyl,    C₁-C₄-alkyl-C₃-C₈-cycloalkyl, C₁-C₄-haloalkyl-C₃-C₈-cycloalkyl,    C₁-C₄-alkoxy-C₁-C₄-alkyl, C₁-C₄-haloalkoxy-C₁-C₄-alkyl, benzyl or    phenyl, more preferably hydrogen, methyl, ethyl, n-propyl,    1-methylethyl, n-butyl, 1,1-dimethylethyl or 2-methylpropyl,

-   L³ is preferably a direct bond, —CH₂—, sulphur, oxygen, —C(═O)O—,    —C(═O)NH—, —OC(═O)— or —NHC(═O)—, and more preferably a direct bond,

-   Z³ is preferably a phenyl radical, naphthalenyl or a 5- or    6-membered heteroaryl radical which may contain up to two    substituents, where the substituents are each independently selected    from the following list:    -   halogen, cyano, nitro, hydroxyl, amino, —SH, C₁-C₄-alkyl,        C₂-C₄-alkenyl, C₂-C₄-alkynyl, C₁-C₄-haloalkyl,        C₂-C₄-haloalkenyl, C₂-C₄-haloalkynyl, C₂-C₄-alkoxyalkyl,        C₁-C₆-alkylcarbonyl, C₁-C₆-haloalkylcarbonyl,        C₁-C₆-alkoxycarbonyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,        C₂-C₆-alkenyloxy, C₂-C₆-alkynyloxy, C₁-C₄-alkylthio,        C₁-C₄-haloalkylthio, C₁-C₄-alkylsulphonyl,        C₁-C₄-haloalkylsulphonyl or C₁-C₄-alkylamino,        di(C₁-C₄-alkyl)amino,    -   substituents on nitrogen: C₁-C₆-alkyl, C₂-C₆-alkenyl,        C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl,        C₂-C₆-haloalkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl, phenyl, benzyl,        C₁-C₄-haloalkylsulphonyl, C₁-C₆-alkoxycarbonyl,        C₁-C₆-haloalkoxycarbonyl, phenylsulphonyl, C₁-C₄-alkylsulphonyl,        —C(═O)H, or C₁-C₃-alkylcarbonyl, and

-   Z³ is more preferably a phenyl radical which may contain up to two    substituents, where the substituents are each independently selected    from the following list:    -   chlorine, bromine, iodine, fluorine, cyano, nitro, hydroxyl,        amino, —SH, methyl, ethyl, n-propyl, 1-methylethyl,        1,1-dimethylethyl, ethenyl, propen-2-yl, ethynyl, propyn-2-yl,        trifluoromethyl, difluoromethyl, methoxymethyl, methylcarbonyl,        ethylcarbonyl, trifluoromethylcarbonyl, methoxycarbonyl,        ethoxycarbonyl, n-propoxycarbonyl, 1-methylethoxycarbonyl,        1,1-dimethylethoxycarbonyl, methoxy, ethoxy, n-propoxy,        1-methylethoxy, 1,1-dimethylethoxy, trifluoromethoxy,        ethenyloxy, 2-propenyloxy, ethynyloxy, 2-propynyloxy,        methylthio, ethylthio, trifluoromethylthio, methylsulphonyl,        ethylsulphonyl, propylthionyl, 1-methylethylthio,        trifluoromethylsulphonyl, methylamino, ethylamino,        n-propylamino, 1-methylethylamino, 1,1-dimethylethylamino or        dimethylamino, or

-   Z³ is more preferably naphthalenyl,

-   Z⁴ is preferably —C(═O)OH, —C(═O)NH₂, —C(═S)NR³R⁴,    cyano-C₁-C₆-alkyl, C₂-C₆-alkenylcarbonyloxy, C₂-C₆-alkynylthio,    C₃-C₈-halocycloalkylcarbonyloxy, C₂-C₆-alkenylamino,    C₂-C₆-alkynylamino, C₁-C₆-haloalkylamino,    C₃-C₈-cycloalkyl-C₁-C₆-alkylamino, C₁-C₆-alkoxyamino,    C₁-C₆-haloalkoxyamino, C₁-C₆-alkylcarbonylamino,    C₁-C₆-haloalkylcarbonylamino, C₁-C₆-alkoxycarbonylamino,    C₁-C₆-alkylcarbonyl(C₁-C₆-alkyl)amino,    C₁-C₆-haloalkylcarbonyl(C₁-C₆-alkyl)amino,    C₁-C₆-alkoxycarbonyl(C₁-C₆-alkyl)amino, —NR³SO₂Z³,    C₂-C₆-alkenylthio, C₁-C₆-haloalkoxycarbonyl,    C₁-C₆-alkoxy-C₁-C₄-alkylcarbonyl, —SF₅,    C₁-C₆-haloalkoxycarbonylamino, NHC(═O)H,    C₁-C₆-alkoxy(C₁-C₄-alkyl)aminocarbonyl,    C₁-C₆-alkoxycarbonyl-C₁-C₆-alkoxy, —C(═NOR⁷)R⁸, —N═C(R⁹)₂,    di(C₁-C₆-alkyl)aminocarbonylamino, di(C₁-C₆-alkyl)aminosulphonyl,    di(C₁-C₆-haloalkyl)amino, C₁-C₆-alkylaminosulphonyl,    C₁-C₆-alkylaminocarbonylamino, tri(C₁-C₄-alkyl)silyloxy,    C₁-C₆-haloalkylsulphonyloxy, C₁-C₆-alkylsulphonyloxy,    tri(C₁-C₄-alkyl)silyl-C₂-C₄-alkynyloxy,    tri(C₁-C₄-alkyl)silyl-C₂-C₄-alkynyl or -L⁴Z³, and more preferably    —C(═O)OH, —C(═O)NH₂, —NHC(═O)H, —C(═S)NR³R⁴, cyanomethyl,    cyanoethyl, propenoyloxy, but-2-enoyloxy, propyn-2-ylthio,    propen-2-ylamino, propyn-2-ylamino, trifluoromethylamino,    difluoromethylamino, methoxyamino, ethoxyamino, propoxyamino,    1-methylethoxyamino, methoxycarbonylamino, ethoxycarbonylamino,    1-methylethoxycarbonylamino, 1,1-dimethylethoxycarbonylamino,    trifluoromethylcarbonylamino, methylcarbonylamino,    ethylcarbonylamino, 1-methylethylcarbonylamino,    1,1-dimethylethylcarbonylamino, phenylsulphonylamino,    propen-2-ylthio, N-methoxy-N-methylaminocarbonyl,    methoxycarbonylmethoxy, ethoxycarbonylmethoxy,    propoxycarbonylmethoxy, 1-methylethoxycarbonylmethoxy,    1,1-dimethylethylcarbonylmethoxy, —C(═NOR⁷)R⁸,    dimethylaminocarbonylamino, diethylaminocarbonylamino,    dimethylaminosulphonyl, diethylaminosulphonyl, methylaminosulphonyl,    ethylaminosulphonyl, propylaminosulphonyl,    1-methylethylaminosulphonyl, 1,1-dimethylethylaminosulphonyl,    methylaminocarbonylamino, ethylaminocarbonylamino,    propylaminocarbonylamino, 1-methylethylaminocarbonylamino,    1,1-dimethylethylaminocarbonylamino,    2-methylpropylaminocarbonylamino, 1-chlorocyclopropylcarbonyloxy,    1-fluorocyclopropylcarbonyloxy, trifluoromethylsulphonyloxy,    trimethylsilyloxy, chloromethylcarbonylamino,    trifluoromethylcarbonylamino, methylsulphonyloxy, ethylsulphonyloxy,    trimethylsilylethynyloxy, trimethylsilylethynyl or -L⁴Z³,

-   Z⁴ is preferably —NR¹¹R¹², —C(═O)NR¹¹R¹², —SO₂NR¹¹R¹², —O(C═O)H,    —SCN, C₁-C₃-alkoxysulphonyl, C₃-C₈-cycloalkylsulphinyl,    cyano(C₁-C₃-alkoxy)-C₁-C₃-alkyl or

-   Z⁴ is preferably C₁-C₃-alkyl which may contain 1 or 2 substituents,    where the substituents are each independently selected from the    following list:    -   cyano, —C(═O)H, C₂-C₄-alkenyloxy, C₂-C₄-alkynyloxy,        C₂-C₄-alkenylthio, C₂-C₄-alkynylthio, C₁-C₃-haloalkylthio,        C₂-C₄-alkenylsulphinyl, C₂-C₄-alkynylsulphinyl,        C₁-C₃-haloalkylsulphinyl, C₂-C₄-alkenylsulphonyl,        C₂-C₄-alkynylsulphonyl, C₁-C₃-haloalkylsulphonyl,        C₁-C₃-alkylcarbonyloxy, C₁-C₃-haloalkylcarbonyloxy,        C₁-C₃-alkylaminocarbonyloxy, C₁-C₃-alkylcarbonylamino,        C₁-C₃-alkylaminocarbonylamino, C₁-C₃-haloalkylcarbonylamino,        C₁-C₃-alkylsulphonylamino, C₁-C₃-haloalkylsulphonylamino,        C₁-C₃-alkylthiocarbonyloxy, cyano-C₁-C₃-alkoxy,        C₃-C₈-cycloalkyl-C₁-C₃-alkoxy, C₁-C₃-alkoxy-C₁-C₃-alkylthio,        C₁-C₃-alkoxy-C₁-C₃-alkylsulphinyl,        C₁-C₃-alkoxy-C₁-C₃-alkylsulphonyl,        C₁-C₃-haloalkoxy-C₁-C₃-alkoxy, C₁-C₃-alkylcarbonyl-C₁-C₃-alkoxy,        C₂-C₄-alkylthio-C₁-C₃-alkoxy, di(C₁-C₃-alkyl)aminocarbonylamino,        tri(C₁-C₄-alkyl)silyloxy,        or

-   Z⁴ is preferably is C₁-C₃-alkoxy which may contain 1 or 2    substituents, where the substituents are each independently selected    from the following list:    -   cyano, C₁-C₃-alkylcarbonyloxy, C₁-C₃-alkoxycarbonyl,        C₃-C₈-cycloalkoxy, C₁-C₃-alkylcarbonyloxy, —O(C═O)H,        C₁-C₃-alkylthio, hydroxy-C₁-C₃-alkyl, C₃-C₈-cycloalkylsulphonyl,        C₁-C₃-haloalkylsulphonyl, C₁-C₃-alkoxy-C₁-C₃-alkoxy,        C₁-C₃-alkylsulphonyl, or

-   Z⁴ is preferably C₂-C₄-alkenyloxy which may contain 1 or 2    substituents, where the substituents are each independently selected    from the following list:    -   C₃-C₈-cycloalkyl, hydroxyl, C₁-C₃-alkoxy, C₁-C₃-alkoxycarbonyl,        C₁-C₃-alkylcarbonyl, or

-   Z⁴ is preferably C₂-C₄-alkynyloxy which may contain 1 or 2    substituents, where the substituents are each independently selected    from the following list:    -   C₃-C₈-cycloalkyl, —Z₃, or

-   Z⁴ is preferably a substituted hydroxyl, where the substituents are    each selected from the following list:    -   C₂-C₄-alkynylcarbonyl, cyano-C₁-C₃-alkylcarbonyl,        C₃-C₈-cycloalkylsulphonyl, C₃-C₈-halocycloalkylsulphonyl,        C₂-C₄-alkenylsulphonyl, C₁-C₃-alkylaminocarbonyl,        C₂-C₄-alkynyl-C₃-C₈-cycloalkyl, cyanocarbonyl,        cyano-C₂-C₄-alkenyl, —C(═O)NR³R⁴,

-   R¹¹ is preferably C₃-C₄-alkenyl, C₃-C₄-alkynyl, cyano-C₁-C₃-alkyl,    formyl, C₁-C₃-haloalkyl, benzyl, phenyl, C₁-C₃-alkylcarbonyl,    C₃-C₈-cycloalkoxycarbonyl, C₁-C₃-alkoxycarbonyl,    C₃-C₄-alkenyloxycarbonyl, C₃-C₄-alkynyloxycarbonyl,    C₁-C₃-haloalkylcarbonyl, C₃-C₈-halocycloalkylcarbonyl,    C₃-C₈-cycloalkoxycarbonyl, C₃-C₈-cycloalkylcarbonyl,    di(C₁-C₃-alkyl)aminocarbonyl,

-   R¹² is preferably hydrogen, C₃-C₄-alkenyl, C₃-C₄-alkynyl,    cyano-C₁-C₃-alkyl, formyl, C₁-C₃-haloalkyl, benzyl, phenyl,    C₁-C₃-alkylcarbonyl, C₃-C₈-cycloalkoxycarbonyl,    C₁-C₃-alkoxycarbonyl, C₃-C₄-alkenyloxycarbonyl,    C₃-C₄-alkynyloxycarbonyl, C₁-C₃-haloalkylcarbonyl,    C₃-C₈-halocycloalkylcarbonyl, C₃-C₈-cycloalkoxycarbonyl,    C₃-C₈-cycloalkylcarbonyl, di(C₁-C₃-alkyl)aminocarbonyl,

-   L⁴ is preferably —C(═O)O—, —C(═O)NH—, —OC(═O)—, —NHC(═O)— or    —OCH₂C≡C—, and more preferably —OCH₂C≡C— or —C(═O)O—.

The heteroarylpiperidine and -piperazine derivatives usable inaccordance with the invention are defined in general terms by theformula (I). The radical definitions of the radical definitions aboveand specified below of the formula (I) apply to the end products of theformula (I), and also equally to all intermediates (see also below under“Elucidations of the processes and intermediates”).

The radical definitions and elucidations listed above and below, ingeneral terms or in areas of preference, can be combined with oneanother as desired, i.e. including combinations between the particularareas and areas of preference. They apply both to the end products andcorrespondingly to precursors and intermediates. In addition, individualdefinitions may not apply.

Preference is given to those compounds of the formula (I) in which allradicals have the abovementioned preferred definitions.

Particular preference is given to those compounds of the formula (I) inwhich all radicals have the abovementioned more preferred definitions.

Very particular preference is given to those compounds of the formula(I) in which all radicals have the abovementioned most preferreddefinitions.

Preference is additionally given to compounds of the formula (I) andagrochemically active salts, metal complexes and N-oxides thereof, inwhich:

-   A is 3,5-bis(difluoromethyl)-1H-pyrazol-1-yl, or-   A is 5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl, or-   A is 5-chloro-2-methylphenyl, or-   A is 3-(difluoromethyl)-5-methyl-1H-pyrazol-1-yl, or-   A is 2,5-dimethylphenyl, or-   A is 5-(difluoromethyl)-3-methyl-1H-pyrazol-1-yl, or-   A is 2,5-bis(difluoromethyl)phenyl;-   L¹ is —CH₂— or L¹ is —NH—;-   Y is oxygen;-   G is G¹;-   R^(G1) is hydrogen;-   Q is Q²⁴-3 or Q is Q¹¹-1;-   R⁵ is hydrogen or R⁵ is methyl;-   L² is a direct bond;-   R¹ is 2-{[3-(trimethylsilyl)prop-2-yn-1-yl]oxy}phenyl or-   R¹ is 2-[(1E/Z)—N-hydroxyethanimidoyl]phenyl or-   R¹ is 3-{(E/Z)-[(propan-2-yloxy)imino]methyl}phenyl or-   R¹ is 3-[(E/Z)-(ethoxyimino)methyl]phenyl or-   R¹ is 3-[(1E/Z)-N-(propan-2-yloxy)ethanimidoyl]phenyl or-   R¹ is 3-[(E/Z)-(methoxyimino)methyl]phenyl or-   R¹ is 3-[(E/Z)-(hydroxyimino)methyl]phenyl or-   R¹ is 2-{(E/Z)-[(propan-2-yloxy)imino]methyl}phenyl or-   R¹ is 3-[(1E/Z)-N-hydroxyethanimidoyl]phenyl or-   R¹ is 3-[(1E/Z)-N-methoxyethanimidoyl]phenyl or-   R¹ is 4-(acetylamino)phenyl or-   R¹ is 2-[(1E/Z)-N-(propan-2-yloxy)ethanimidoyl]phenyl or-   R¹ is 2-{[3-(naphthalen-1-yl)prop-2-yn-1-yl]oxy}phenyl or-   R¹ is 2-[(E/Z)-(methoxyimino)methyl]phenyl or-   R¹ is 2-[(E/Z)-(ethoxyimino)methyl]phenyl or-   R¹ is 2-[(1E/Z)-N-methoxyethanimidoyl]phenyl or-   R¹ is 3-[(1E/Z)-N-ethoxyethanimidoyl]phenyl or-   R¹ is 4-[(tert-butoxycarbonyl)amino]phenyl or-   R¹ is 2-[(E/Z)-(hydroxyimino)methyl]phenyl or-   R¹ is 4,5-dimethyl-2-[(methylsulphonyl)oxy]phenyl or-   R¹ is 2-carboxyphenyl or-   R¹ is 2-[(ethylsulphonyl)oxy]phenyl or-   R¹ is 4-[(methylsulphonyl)oxy]phenyl or-   R¹ is 2-formamidophenyl or-   R¹ is 4-(2-methoxy-2-oxoethoxy)phenyl or-   R¹ is 2-[(allyloxy)methyl]phenyl or-   R¹ is 3-(cyanomethoxy)-2,6-difluorophenyl or-   R¹ is 2-{[(2-methoxyethyl)sulphinyl]methyl}phenyl or-   R¹ is 2-(acetoxymethyl)-6-fluorophenyl or-   R¹ is 4-[(cyclopropylsulphonyl)oxy]phenyl or-   R¹ is 3-chloro-2-(cyanomethoxy)phenyl or-   R¹ is 2-[(4-fluorobenzoyl)oxy]phenyl or-   R¹ is 3-fluoro-2-[(methylsulphonyl)oxy]phenyl or-   R¹ is 2,3-dimethoxy-6-[(methylsulphonyl)oxy]phenyl or-   R¹ is 2-{[(trifluoromethyl)sulphonyl]oxy}phenyl or-   R¹ is 2-[(2E)-but-2-enoyloxy]phenyl or-   R¹ is 2-fluoro-6-[(prop-2-yn-1-yloxy)methyl]phenyl or-   R¹ is 2-[(ethylcarbamoyl)oxy]phenyl or-   R¹ is 5-chloro-2-[(methylsulphonyl)oxy]phenyl or-   R¹ is 2-[(2-fluorobenzoyl)oxy]phenyl or-   R¹ is 2-[formyl(prop-2-yn-1-yl)amino]phenyl or-   R¹ is 2-{[(1-chlorocyclopropyl)carbonyl]oxy}phenyl or-   R¹ is 4-methyl-2-[(methylsulphonyl)oxy]phenyl or-   R¹ is 4-chloro-2-[(methylsulphonyl)oxy]phenyl or-   R¹ is 2-[(methylsulphonyl)oxy]phenyl or-   R¹ is 2-fluoro-6-[(E/Z)-(methoxyimino)methyl]phenyl or-   R¹ is 2-[(cyclopropylsulphonyl)oxy]-3-fluorophenyl or-   R¹ is 2-(cyanomethoxy)-4-methylphenyl or-   R¹ is 2-[(prop-2-yn-1-yloxy)methyl]phenyl or-   R¹ is 2-[(methylsulphanyl)methoxy]phenyl or-   R¹ is 2-(cyanomethoxy)-3-fluorophenyl or-   R¹ is 2-methoxy-6-[(methylsulphonyl)oxy]phenyl or-   R¹ is 2-(acryloyloxy)phenyl or-   R¹ is 3-chloro-2-[(methylsulphonyl)oxy]phenyl or-   R¹ is 2-[(trimethylsilyl)ethynyl]phenyl or-   R¹ is 3-[(cyclopropylsulphonyl)oxy]phenyl or-   R¹ is 2-[(3-fluorobenzoyl)oxy]phenyl or-   R¹ is 2-[(cyclopropylsulphonyl)oxy]-5-fluorophenyl or-   R¹ is 1-(2-cyanoethyl)-1H-pyrrol-2-yl or-   R¹ is 2-(benzoyloxy)phenyl or-   R¹ is 4-(cyanomethoxy)phenyl or-   R¹ is 2-(dimethylcarbamothioyl)phenyl or-   R¹ is 5-chloro-2-(cyanomethoxy)phenyl or-   R¹ is 2-(cyanomethoxy)-6-fluorophenyl or-   R¹ is 2-[(cyclopropylsulphonyl)oxy]phenyl or-   R¹ is 2-{[(2-methoxyethyl)sulphonyl]methyl}phenyl or-   R¹ is 2-chloro-6-[(methylsulphonyl)oxy]phenyl or-   R¹ is 4-chloro-2-(cyanomethoxy)phenyl or-   R¹ is 3-{[3-(1-naphthyl)prop-2-yn-1-yl]oxy}phenyl or-   R¹ is 4-[(ethylsulphonyl)oxy]phenyl or-   R¹ is 3-[(ethylsulphonyl)oxy]phenyl or-   R¹ is 2-{[(2-methoxyethyl)sulphanyl]methyl}phenyl or-   R¹ is 2,6-difluoro-3-[(methylsulphonyl)oxy]phenyl or-   R¹ is 5-methyl-2-[(methylsulphonyl)oxy]phenyl or-   R¹ is 2-(cyanomethoxy)phenyl or-   R¹ is 2-(cyanomethoxy)-5-methylphenyl or-   R¹ is 2-{[(4-methylphenyl)sulphonyl]oxy}phenyl or-   R¹ is 2-(acetoxymethyl)phenyl or-   R¹ is 2-[(cyanomethyl)(formyl)amino]phenyl or-   R¹ is 3-(cyanomethoxy)phenyl or-   R¹ is 2-chloro-6-(cyanomethoxy)phenyl.

The radical definitions specified above can be combined with one anotheras desired. In addition, individual definitions may not apply.

According to the type of substituents defined above, the compounds ofthe formula (I) have acidic or basic properties and can form salts,possibly also internal salts or adducts, with inorganic or organic acidsor with bases or with metal ions. If the compounds of the formula (I)bear amino, alkylamino or other groups which induce basic properties,these compounds can be reacted with acids to give salts, or they areobtained directly as salts by the synthesis. If the compounds of theformula (I) bear hydroxyl, carboxyl or other groups which induce acidicproperties, these compounds can be reacted with bases to give salts.Suitable bases are, for example, hydroxides, carbonates,hydrogencarbonates of the alkali metals and alkaline earth metals,especially those of sodium, potassium, magnesium and calcium, and alsoammonia, primary, secondary and tertiary amines having C₁-C₄-alkylgroups, mono-, di- and trialkanolamines of C₁-C₄-alkanols, choline andchlorocholine.

The salts obtainable in this way likewise have fungicidal properties.

Examples of inorganic acids are hydrohalic acids, such as hydrogenfluoride, hydrogen chloride, hydrogen bromide and hydrogen iodide,sulphuric acid, phosphoric acid and nitric acid, and acidic salts, suchas NaHSO₄ and KHSO₄. As organic acids come, for example, formic acid,carbonic acid and alkanoic acids such as acetic acid, trifluoroaceticacid, trichloroacetic acid and propionic acid, and also glycolic acid,thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid,cinnamic acid, oxalic acid, saturated or mono- or diunsaturated C₆-C₂₀fatty acids, alkylsulphuric monoesters, alkylsulphonic acids (sulphonicacids having straight-chain or branched alkyl radicals having 1 to 20carbon atoms), arylsulphonic acids or aryldisulphonic acids (aromaticradicals, such as phenyl and naphthyl, which bear one or two sulphonicacid groups), alkylphosphonic acids (phosphonic acids havingstraight-chain or branched alkyl radicals having 1 to 20 carbon atoms),arylphosphonic acids or aryldiphosphonic acids (aromatic radicals, suchas phenyl and naphthyl, which bear one or two phosphonic acid radicals),where the alkyl and aryl radicals may bear further substituents, forexample p-toluenesulphonic acid, salicylic acid, p-aminosalicylic acid,2-phenoxybenzoic acid, 2-acetoxybenzoic acid, etc.

Useful metal ions are especially the ions of the elements of the secondmain group, especially calcium and magnesium, of the third and fourthmain group, especially aluminum, tin and lead, and also of the first toeighth transition groups, especially chromium, manganese, iron, cobalt,nickel, copper, zinc and others. Particular preference is given to themetal ions of the elements of the fourth period. The metals may bepresent in the different valences that they can assume.

Optionally substituted groups may be mono- or polysubstituted, where thesubstituents in the case of polysubstitutions may be the same ordifferent.

In the definitions of the symbols given in the above formulae,collective terms were used, which are generally representative of thefollowing substituents:

Halogen: fluorine, chlorine, bromine and iodine and preferably fluorine,chlorine, bromine and more preferably fluorine, chlorine.

Alkyl: saturated, straight-chain or branched hydrocarbyl radicals having1 to 8, preferably 1 to 6 and more preferably 1 to 3 carbon atoms, forexample (but not limited to) C₁-C₆-alkyl such as methyl, ethyl, propyl,1-methylethyl, butyl, 1-methyl-propyl, 2-methylpropyl,1,1-dimethylethyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl,2,2-dimethylpropyl, 1-ethylpropyl, hexyl, 1,1-dimethylpropyl,1,2-dimethylpropyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl,4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl,2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl,2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl,1-ethyl-1-methylpropyl and 1-ethyl-2-methylpropyl. This definition alsoapplies to alkyl as part of a composite substituent, for examplecycloalkylalkyl, hydroxyalkyl etc., unless defined elsewhere like, forexample, alkylthio, alkylsulphinyl, alkylsulphonyl, haloalkyl orhaloalkylthio. If the alkyl is at the end of a composite substituent,as, for example, in alkylcycloalkyl, the part of the compositesubstituent at the start, for example the cycloalkyl, may be mono- orpolysubstituted identically or differently and independently by alkyl.The same also applies to composite substituents in which other radicals,for example alkenyl, alkynyl, hydroxyl, halogen, formyl etc., are at theend.

Alkenyl: unsaturated, straight-chain or branched hydrocarbyl radicalshaving 2 to 8, preferably 2 to 6, carbon atoms and one double bond inany position, for example (but not limited to) C₂-C₆-alkenyl such asethenyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl,3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl,1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl,3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl,3-methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl,3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl,3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl,1,2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2-propenyl,1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl,1-methyl-1-pentenyl, 2-methyl-1-pentenyl, 3-methyl-1-pentenyl,4-methyl-1-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl,3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 1-methyl-3-pentenyl,2-methyl-3-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl,1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl,4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1,-dimethyl-3-butenyl,1,2-dimethyl-1-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl,1,3-dimethyl-1-butenyl, 1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl,2,2-dimethyl-3-butenyl, 2,3-dimethyl-1-butenyl, 2,3-dimethyl-2-butenyl,2,3-dimethyl-3-butenyl, 3,3-dimethyl-1-butenyl, 3,3-dimethyl-2-butenyl,1-ethyl-1-butenyl, 1-ethyl-2-butenyl, 1-ethyl-3-butenyl,2-ethyl-1-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl,1,1,2-trimethyl-2-propenyl, 1-ethyl-1-methyl-2-propenyl,1-ethyl-2-methyl-1-propenyl and 1-ethyl-2-methyl-2-propenyl. Thisdefinition also applies to alkenyl as part of a composite substituent,for example haloalkenyl etc., unless defined elsewhere.

Alkynyl: straight-chain or branched hydrocarbyl groups having 2 to 8,preferably 2 to 6, carbon atoms and one triple bond in any position, forexample (but not limited to) C₂-C₆-alkynyl, such as ethynyl, 1-propynyl,2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl,1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-butynyl,1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl,1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 1-hexynyl, 2-hexynyl,3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl,1-methyl-3-pentynyl, 1-methyl-4-pentynyl, 2-methyl-3-pentynyl,2-methyl-4-pentynyl, 3-methyl-1-pentynyl, 3-methyl-4-pentynyl,4-methyl-1-pentynyl, 4-methyl-2-pentynyl, 1,1-dimethyl-2-butynyl,1,1-dimethyl-3-butynyl, 1,2-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl,3,3-dimethyl-1-butynyl, 1-ethyl-2-butynyl, 1-ethyl-3-butynyl,2-ethyl-3-butynyl and 1-ethyl-1-methyl-2-propynyl. This definition alsoapplies to alkynyl as part of a composite substituent, for examplehaloalkynyl etc., unless defined elsewhere.

Alkoxy: saturated, straight-chain or branched alkoxy radicals having 1to 8, preferably 1 to 6 and more preferably 1 to 3 carbon atoms, forexample (but not limited to) C1-C6-alkoxy such as methoxy, ethoxy,propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy, 2-methylpropoxy,1,1-dimethylethoxy, pentoxy, 1-methylbutoxy, 2-methylbutoxy,3-methylbutoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexoxy,1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 1-methylpentoxy,2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy,1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy,2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy,1,1,2-trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxyand 1-ethyl-2-methylpropoxy. This definition also applies to alkoxy aspart of a composite substituent, for example haloalkoxy, alkynylalkoxyetc., unless defined elsewhere.

Alkylthio: saturated, straight-chain or branched alkylthio radicalshaving 1 to 8, preferably 1 to 6 and more preferably 1 to 3 carbonatoms, for example (but not limited to) C₁-C₆-alkylthio such asmethylthio, ethylthio, propylthio, 1-methylethylthio, butylthio,1-methylpropylthio, 2-methylpropylthio, 1,1-dimethylethylthio,pentylthio, 1-methylbutylthio, 2-methylbutylthio, 3-methylbutylthio,2,2-dimethylpropylthio, 1-ethylpropylthio, hexylthio,1,1-dimethylpropylthio, 1,2-dimethylpropylthio, 1-methylpentylthio,2-methylpentylthio, 3-methylpentylthio, 4-methylpentylthio,1,1-dimethylbutylthio, 1,2-dimethylbutylthio, 1,3-dimethylbutylthio,2,2-dimethylbutylthio, 2,3-dimethylbutylthio, 3,3-dimethylbutylthio,1-ethylbutylthio, 2-ethylbutylthio, 1,1,2-trimethylpropylthio,1,2,2-trimethylpropylthio, 1-ethyl-1-methylpropylthio and1-ethyl-2-methylpropylthio. This definition also applies to alkylthio aspart of a composite substituent, for example haloalkylthio etc., unlessdefined elsewhere.

Alkoxycarbonyl: an alkoxy group which has 1 to 6, preferably 1 to 3,carbon atoms (as specified above) and is bonded to the skeleton via acarbonyl group (—CO—). This definition also applies to alkoxycarbonyl aspart of a composite substituent, for example cycloalkylalkoxycarbonyletc., unless defined elsewhere.

Alkylsulphinyl: saturated, straight-chain or branched alkylsulphinylradicals having 1 to 8, preferably 1 to 6 and more preferably 1 to 3carbon atoms, for example (but not limited to) C₁-C₆-alkylsulphinyl suchas methylsulphinyl, ethylsulphinyl, propylsulphinyl,1-methylethylsulphinyl, butylsulphinyl, 1-methylpropylsulphinyl,2-methylpropylsulphinyl, 1,1-dimethylethylsulphinyl, pentylsulphinyl,1-methylbutylsulphinyl, 2-methylbutylsulphinyl, 3-methylbutylsulphinyl,2,2-dimethylpropylsulphinyl, 1-ethylpropylsulphinyl, hexylsulphinyl,1,1-dimethylpropylsulphinyl, 1,2-dimethylpropylsulphinyl,1-methylpentylsulphinyl, 2-methylpentylsulphinyl,3-methylpentylsulphinyl, 4-methylpentylsulphinyl,1,1-dimethylbutylsulphinyl, 1,2-dimethylbutylsulphinyl,1,3-dimethylbutylsulphinyl, 2,2-dimethylbutylsulphinyl,2,3-dimethylbutylsulphinyl, 3,3-dimethylbutylsulphinyl,1-ethylbutylsulphinyl, 2-ethylbutylsulphinyl,1,1,2-trimethylpropylsulphinyl, 1,2,2-trimethylpropylsulphinyl,1-ethyl-1-methylpropylsulphinyl and 1-ethyl-2-methylpropylsulphinyl.This definition also applies to alkylsulphinyl as part of a compositesubstituent, for example haloalkylsulphinyl etc., unless definedelsewhere.

Alkylsulphonyl: saturated, straight-chain or branched alkylsulphonylradicals having 1 to 8, preferably 1 to 6 and more preferably 1 to 3carbon atoms, for example (but not limited to) C₁-C₆-alkylsulphonyl suchas methylsulphonyl, ethylsulphonyl, propylsulphonyl,1-methylethylsulphonyl, butylsulphonyl, 1-methylpropylsulphonyl,2-methylpropylsulphonyl, 1,1-dimethylethylsulphonyl, pentylsulphonyl,1-methylbutylsulphonyl, 2-methylbutylsulphonyl, 3-methylbutylsulphonyl,2,2-dimethylpropylsulphonyl, 1-ethylpropylsulphonyl, hexylsulphonyl,1,1-dimethylpropylsulphonyl, 1,2-dimethylpropylsulphonyl,1-methylpentylsulphonyl, 2-methylpentylsulphonyl,3-methylpentylsulphonyl, 4-methylpentylsulphonyl,1,1-dimethylbutylsulphonyl, 1,2-dimethylbutylsulphonyl,1,3-dimethylbutylsulphonyl, 2,2-dimethylbutylsulphonyl,2,3-dimethylbutylsulphonyl, 3,3-dimethylbutylsulphonyl,1-ethylbutylsulphonyl, 2-ethylbutylsulphonyl,1,1,2-trimethylpropylsulphonyl, 1,2,2-trimethylpropylsulphonyl,1-ethyl-1-methylpropylsulphonyl and 1-ethyl-2-methylpropylsulphonyl.This definition also applies to alkylsulphonyl as part of a compositesubstituent, for example alkylsulphonylalkyl etc., unless definedelsewhere.

Cycloalkyl: monocyclic, saturated hydrocarbyl groups having 3 to 10,preferably 3 to 8 and more preferably 3 to 6 carbon ring members, forexample (but not limited to) cyclopropyl, cyclopentyl and cyclohexyl.This definition also applies to cycloalkyl as part of a compositesubstituent, for example cycloalkylalkyl etc., unless defined elsewhere.

Cycloalkenyl: monocyclic, partially unsaturated hydrocarbyl groupshaving 3 to 10, preferably 3 to 8 and more preferably 3 to 6 carbon ringmembers, for example (but not limited to) cyclopropenyl, cyclopentenyland cyclohexenyl. This definition also applies to cycloalkenyl as partof a composite substituent, for example cycloalkenylalkyl etc., unlessdefined elsewhere.

Cycloalkoxy: monocyclic, saturated cycloalkyloxy groups having 3 to 10,preferably 3 to 8 and more preferably 3 to 6 carbon ring members, forexample (but not limited to) cyclopropyloxy, cyclopentyloxy andcyclohexyloxy. This definition also applies to cycloalkoxy as part of acomposite substituent, for example cycloalkoxyalkyl etc., unless definedelsewhere.

Haloalkyl: straight-chain or branched alkyl groups having 1 to 8,preferably 1 to 6 and more preferably 1 to 3 carbon atoms (as specifiedabove), where some or all of the hydrogen atoms in these groups may bereplaced by halogen atoms as specified above, for example (but notlimited to) C₁-C₃-haloalkyl such as chloromethyl, bromomethyl,dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl,trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl,chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl,2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl,2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl,2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, pentafluoroethyl and1,1,1-trifluoroprop-2-yl. This definition also applies to haloalkyl aspart of a composite substituent, for example haloalkylaminoalkyl etc.,unless defined elsewhere. Haloalkenyl and haloalkynyl are definedanalogously to haloalkyl except that, instead of alkyl groups, alkenyland alkynyl groups are present as part of the substituent.

Haloalkoxy: straight-chain or branched alkoxy groups having 1 to 8,preferably 1 to 6 and more preferably 1 to 3 carbon atoms (as specifiedabove), where some or all of the hydrogen atoms in these groups may bereplaced by halogen atoms as specified above, for example (but notlimited to) C₁-C₃-haloalkoxy such as chloromethoxy, bromomethoxy,dichloromethoxy, trichloromethoxy, fluoromethoxy, difluoromethoxy,trifluoromethoxy, chlorofluoromethoxy, dichlorofluoromethoxy,chlorodifluoromethoxy, 1-chloroethoxy, 1-bromoethoxy, 1-fluoroethoxy,2-fluoroethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy,2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy,2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy, pentafluoroethoxyand 1,1,1-trifluoroprop-2-oxy. This definition also applies tohaloalkoxy as part of a composite substituent, for examplehaloalkoxyalkyl etc., unless defined elsewhere.

Haloalkylthio: straight-chain or branched alkylthio groups having 1 to8, preferably 1 to 6 and more preferably 1 to 3 carbon atoms (asspecified above), where some or all of the hydrogen atoms in thesegroups may be replaced by halogen atoms as specified above, for example(but not limited to) C₁-C₃-haloalkylthio such as chloromethylthio,bromomethylthio, dichloromethylthio, trichloromethylthio,fluoromethylthio, difluoromethylthio, trifluoromethylthio,chlorofluoromethylthio, dichlorofluoromethylthio,chlorodifluoromethylthio, 1-chloroethylthio, 1-bromoethylthio,1-fluoroethylthio, 2-fluoroethylthio, 2,2-difluoroethylthio,2,2,2-trifluoroethylthio, 2-chloro-2-fluoroethylthio,2-chloro-2,2-difluoroethylthio, 2,2-dichloro-2-fluoroethylthio,2,2,2-trichloroethylthio, pentafluoroethylthio and1,1,1-trifluoroprop-2-ylthio. This definition also applies tohaloalkylthio as part of a composite substituent, for examplehaloalkylthioalkyl etc., unless defined elsewhere.

Heteroaryl: 5 or 6-membered, fully unsaturated monocyclic ring systemcontaining one to four heteroatoms from the group of oxygen, nitrogenand sulphur; if the ring contains more than one oxygen atom, they arenot directly adjacent;

5-membered heteroaryl containing one to four nitrogen atoms or one tothree nitrogen atoms and one sulphur or oxygen atom: 5-memberedheteroaryl groups which, in addition to carbon atoms, may contain one tofour nitrogen atoms or one to three nitrogen atoms and one sulphur oroxygen atom as ring members, for example (but not limited to) 2-furyl,3-furyl, 2-thienyl, 3-thienyl, 2-pyrrolyl, 3-pyrrolyl, 3-isoxazolyl,4-isoxazolyl, 5-isoxazolyl, 3-isothiazolyl, 4-isothiazolyl,5-isothiazolyl, 3-pyrazolyl, 4-pyrazolyl, 5-pyrazolyl, 2-oxazolyl,4-oxazolyl, 5-oxazolyl, 2-thiazolyl, 4-thiazolyl, 5-thiazolyl,2-imidazolyl, 4-imidazolyl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl,1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-5-yl, 1,2,4-triazol-3-yl,1,3,4-oxadiazol-2-yl, 1,3,4-thiadiazol-2-yl and 1,3,4-triazol-2-yl;nitrogen-bonded 5-membered heteroaryl containing one to four nitrogenatoms, or benzofused nitrogen-bonded 5-membered heteroaryl containingone to three nitrogen atoms: 5-membered heteroaryl groups which, inaddition to carbon atoms, may contain one to four nitrogen atoms or oneto three nitrogen atoms as ring members and in which two adjacent carbonring members or one nitrogen and one adjacent carbon ring member may bebridged by a buta-1,3-diene-1,4-diyl group in which one or two carbonatoms may be replaced by nitrogen atoms, in which one or two carbonatoms may be replaced by nitrogen atoms, where these rings are attachedto the skeleton via one of the nitrogen ring members, for example (butnot limited to) 1-pyrrolyl, 1-pyrazolyl, 1,2,4-triazol-1-yl,1-imidazolyl, 1,2,3-triazol-1-yl and 1,3,4-triazol-1-yl;6-membered heteroaryl containing one to four nitrogen atoms: 6-memberedheteroaryl groups which, in addition to carbon atoms, may contain one tothree or one to four nitrogen atoms as ring members, for example (butnot limited to) 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 3-pyridazinyl,4-pyridazinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 2-pyrazinyl,1,3,5-triazin-2-yl, 1,2,4-triazin-3-yl and 1,2,4,5-tetrazin-3-yl;benzofused 5-membered heteroaryl containing one to three nitrogen atomsor one nitrogen atom and one oxygen or sulphur atom: for example (butnot limited to) indol-1-yl, indol-2-yl, indol-3-yl, indol-4-yl,indol-5-yl, indol-6-yl, indol-7-yl, benzimidazol-1-yl,benzimidazol-2-yl, benzimidazol-4-yl, benzimidazol-5-yl, indazol-1-yl,indazol-3-yl, indazol-4-yl, indazol-5-yl, indazol-6-yl, indazol-7-yl,indazol-2-yl, 1-benzofuran-2-yl, 1-benzofuran-3-yl, 1-benzofuran-4-yl,1-benzofuran-5-yl, 1-benzofuran-6-yl, 1-benzofuran-7-yl,1-benzothiophen-2-yl, 1-benzothiophen-3-yl, 1-benzothiophen-4-yl,1-benzothiophen-5-yl, 1-benzothiophen-6-yl, 1-benzothiophen-7-yl,1,3-benzothiazol-2-yl, 1,3-benzothiazol-4-yl, 1,3-benzothiazol-5-yl,1,3-benzothiazol-6-yl, 1,3-benzothiazol-7-yl, 1,3-benzoxazol-2-yl,1,3-benzoxazol-4-yl, 1,3-benzoxazol-5-yl, 1,3-benzoxazol-6-yl and1,3-benzoxazol-7-yl;benzofused 6-membered heteroaryl containing one to three nitrogen atoms:for example (but not limited to) quinolin-2-yl, quinolin-3-yl,quinolin-4-yl, quinolin-5-yl, quinolin-6-yl, quinolin-7-yl,quinolin-8-yl, isoquinolin-1-yl, isoquinolin-3-yl, isoquinolin-4-yl,isoquinolin-5-yl, isoquinolin-6-yl, isoquinolin-7-yl andisoquinolin-8-yl.This definition also applies to heteroaryl as part of a compositesubstituent, for example heteroarylalkyl etc., unless defined elsewhere.Heterocyclyl: three- to fifteen-membered, preferably three- tonine-membered, saturated or partially unsaturated heterocycle containingone to four heteroatoms from the group of oxygen, nitrogen and sulphur:mono, bi- or tricyclic heterocycles which contain, in addition to carbonring members, one to three nitrogen atoms and/or one oxygen or sulphuratom or one or two oxygen and/or sulphur atoms; if the ring containsmore than one oxygen atom, they are not directly adjacent; for example(but not limited to) oxiranyl, aziridinyl, 2-tetrahydrofuranyl,3-tetrahydrofuranyl, 2-tetrahydrothienyl, 3-tetrahydrothienyl,2-pyrrolidinyl, 3-pyrrolidinyl, 3-isoxazolidinyl, 4-isoxazolidinyl,5-isoxazolidinyl, 3-isothiazolidinyl, 4-isothiazolidinyl,5-isothiazolidinyl, 3-pyrazolidinyl, 4-pyrazolidinyl, 5-pyrazolidinyl,2-oxazolidinyl, 4-oxazolidinyl, 5-oxazolidinyl, 2-thiazolidinyl,4-thiazolidinyl, 5-thiazolidinyl, 2-imidazolidinyl, 4-imidazolidinyl,1,2,4-oxadiazolidin-3-yl, 1,2,4-oxadiazolidin-5-yl,1,2,4-thiadiazolidin-3-yl, 1,2,4-thiadiazolidin-5-yl,1,2,4-triazolidin-3-yl, 1,3,4-oxadiazolidin-2-yl,1,3,4-thiadiazolidin-2-yl, 1,3,4-triazolidin-2-yl, 2,3-dihydrofur-2-yl,2,3-dihydrofur-3-yl, 2,4-dihydrofur-2-yl, 2,4-dihydrofur-3-yl,2,3-dihydrothien-2-yl, 2,3-dihydrothien-3-yl, 2,4-dihydrothien-2-yl,2,4-dihydrothien-3-yl, 2-pyrrolin-2-yl, 2-pyrrolin-3-yl,3-pyrrolin-2-yl, 3-pyrrolin-3-yl, 2-isoxazolin-3-yl, 3-isoxazolin-3-yl,4-isoxazolin-3-yl, 2-isoxazolin-4-yl, 3-isoxazolin-4-yl,4-isoxazolin-4-yl, 2-isoxazolin-5-yl, 3-isoxazolin-5-yl,4-isoxazolin-5-yl, 2-isothiazolin-3-yl, 3-isothiazolin-3-yl,4-isothiazolin-3-yl, 2-isothiazolin-4-yl, 3-isothiazolin-4-yl,4-isothiazolin-4-yl, 2-isothiazolin-5-yl, 3-isothiazolin-5-yl,4-isothiazolin-5-yl, 2,3-dihydropyrazol-1-yl, 2,3-dihydropyrazol-2-yl,2,3-dihydropyrazol-3-yl, 2,3-dihydropyrazol-4-yl,2,3-dihydropyrazol-5-yl, 3,4-dihydropyrazol-1-yl,3,4-dihydropyrazol-3-yl, 3,4-dihydropyrazol-4-yl,3,4-dihydropyrazol-5-yl, 4,5-dihydropyrazol-1-yl,4,5-dihydropyrazol-3-yl, 4,5-dihydropyrazol-4-yl,4,5-dihydropyrazol-5-yl, 2,3-dihydrooxazol-2-yl, 2,3-dihydrooxazol-3-yl,2,3-dihydrooxazol-4-yl, 2,3-dihydrooxazol-5-yl, 3,4-dihydrooxazol-2-yl,3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl, 3,4-dihydrooxazol-5-yl,3,4-dihydrooxazol-2-yl, 3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl,2-piperidinyl, 3-piperidinyl, 4-piperidinyl, 1,3-dioxan-5-yl,2-tetrahydropyranyl, 4-tetrahydropyranyl, 2-tetrahydrothienyl,3-hexahydropyridazinyl, 4-hexahydropyridazinyl, 2-hexahydropyrimidinyl,4-hexahydropyrimidinyl, 5-hexahydropyrimidinyl, 2-piperazinyl,1,3,5-hexahydrotriazin-2-yl and 1,2,4-hexahydrotriazin-3-yl. Thisdefinition also applies to heterocyclyl as part of a compositesubstituent, for example heterocyclylalkyl etc., unless definedelsewhere.

Leaving group: S_(N)1 or S_(N)2 leaving group, for example chlorine,bromine, iodine, alkylsulphonates (—OSO₂-alkyl, e.g. —OSO₂CH₃, —OSO₂CF₃)or arylsulphonates (—OSO₂-aryl, e.g. —OSO₂Ph, —OSO₂PhMe).

Not included are combinations which contravene the laws of nature andwhich the person skilled in the art would therefore rule out on thebasis of his/her expert knowledge. Ring structures having three or moreadjacent oxygen atoms, for example, are excluded.

Elucidation of the Preparation Processes and Intermediates

The heteroarylpiperidine and -piperazine derivatives of the formula (I)can be prepared by various routes. First of all, the possible processesare shown schematically below. Unless stated otherwise, the radicals areeach as defined above.

The processes according to the invention for preparing compounds of theformula (I) are, if appropriate, carried out using one or more reactionauxiliaries.

Useful reaction auxiliaries are, as appropriate, inorganic or organicbases or acid acceptors. These preferably include alkali metal oralkaline earth metal acetates, amides, carbonates, hydrogencarbonates,hydrides, hydroxides or alkoxides, for example sodium acetate, potassiumacetate or calcium acetate, lithium amide, sodium amide, potassium amideor calcium amide, sodium carbonate, potassium carbonate or calciumcarbonate, sodium hydrogencarbonate, potassium hydrogencarbonate orcalcium hydrogencarbonate, lithium hydride, sodium hydride, potassiumhydride or calcium hydride, lithium hydroxide, sodium hydroxide,potassium hydroxide or calcium hydroxide, sodium methoxide, ethoxide, n-or i-propoxide, n-, s- or t-butoxide or potassium methoxide, ethoxide,n- or i-propoxide, n-, s- or t-butoxide; and also basic organic nitrogencompounds, for example trimethylamine, triethylamine, tripropylamine,tributylamine, ethyldiisopropylamine, N,N-dimethylcyclohexylamine,dicyclohexylamine, ethyldicyclohexylamine, N,N-dimethylaniline,N,N-dimethylbenzylamine, pyridine, 2-methyl-, 3-methyl-, 4-methyl-,2,4-dimethyl-, 2,6-dimethyl-, 3,4-dimethyl- and 3,5-dimethylpyridine,5-ethyl-2-methylpyridine, 4-dimethylaminopyridine, N-methylpiperidine,1,4-diazabicyclo[2.2.2]octane (DABCO), 1,5-diazabicyclo[4.3.0]non-5-ene(DBN) or 1,8-diazabicyclo[5.4.0]-undec-ene (DBU).

If appropriate, the processes according to the invention are carried outusing one or more diluents. Useful diluents are virtually all inertorganic solvents. These preferably include aliphatic and aromatic,optionally halogenated hydrocarbons, such as pentane, hexane, heptane,cyclohexane, petroleum ether, benzine, ligroin, benzene, toluene,xylene, methylene chloride, ethylene chloride, chloroform, carbontetrachloride, chlorobenzene and odichlorobenzene, ethers such asdiethyl ether and dibutyl ether, glycol dimethyl ether and diglycoldimethyl ether, tetrahydrofuran and dioxane, ketones such as acetone,methyl ethyl ketone, methyl isopropyl ketone and methyl isobutyl ketone,esters, such as methyl acetate and ethyl acetate, nitriles, for exampleacetonitrile and propionitrile, amides, for example dimethylformamide,dimethylacetamide and N-methylpyrrolidone, and also dimethyl sulphoxide,tetramethylenesulphone and hexamethylphosphoramide and DMPU.

In the processes according to the invention, the reaction temperaturescan be varied within a relatively wide range. In general, thetemperatures employed are between 0° C. and 250° C., preferablytemperatures between 10° C. and 185° C.

The reaction time varies as a function of the scale of the reaction andof the reaction temperature, but is generally between a few minutes and48 hours.

The processes according to the invention are generally carried out understandard pressure. However, it is also possible to work under elevatedor reduced pressure.

For performance of the processes according to the invention, thestarting materials required in each case are generally used inapproximately equimolar amounts. However, it is also possible to use oneof the components used in each case in a relatively large excess.

Process A

W⁹ and W¹⁰ are each functional groups suitable for the formation of thedesired heterocycle Q, for example aldehydes, ketones, esters,carboxylic acids, amides, thioamides, nitriles, alcohols, thiols,hydrazines, oximes, amidines, amide oximes, olefins, acetylenes,halides, alkyl halides, methanesulphonates, trifluoromethanesulphonates,boronic acids or boronates

In general, it is possible to prepare compounds of the formula (I) fromcorresponding compounds (XXIII) and (XXIV) with suitable functionalgroups W⁹ and W¹⁹ (I) (see Scheme 1, Process A). There are numerousliterature methods for the preparation of heterocycles (see WO2008/013622; Comprehensive Heterocyclic Chemistry vol. 4-6, editors: A.R. Katritzky and C. W. Rees, Pergamon Press, New York, 1984;Comprehensive Heterocyclic Chemistry II, vol. 2-4, editors: A. R.Katritzky, C. W. Rees and E. F. Scriven, Pergamon Press, New York, 1996;The Chemistry of Heterocyclic Compounds, editor: E. C. Taylor, Wiley,New York; Rodd's Chemistry of Carbon Compounds, vol. 2-4, Elsevier, NewYork; Synthesis, 1982, 6, 508-509; Tetrahedron, 2000, 56, 1057-1094).

Process B

A particular means of preparing compounds of the formula (Ie) fromcorresponding compounds (III) by reaction with the compounds (IIa) or(IIb) is shown in Scheme 2.

The alkenes and alkynes (IIa) and (IIb) are commercially available orcan be prepared from commercially available precursors by methodsdescribed in the literature (for example from ketones or aldehydes by aWittig or Horner-Wadsworth-Emmons olefination: Chem. Rev. 1989, 89,863-927 and Julia olefination: Tetrahedron Lett., 1973, 14, 4833-4836;Peterson olefination: J. Org. Chem. 1968, 33, 780; with theBestmann-Ohira reagent: Synthesis 2004, 1, 59-62).

A compound of the general formula (Ie) is obtained from an alkene of thegeneral formula (IIa) or from an alkyne of the formula (IIb) andcompound (III) by a cycloaddition reaction (see, for example, WO08/013,622 and Synthesis, 1987, 11, 998-1001).

Process B is performed in the presence of a suitable base. Preferredbases are tertiary amines (e.g. triethylamine), and alkali metal oralkaline earth metal carbonates (for example potassium or sodiumcarbonate), hydrogencarbonates and phosphates.

Process B is preferably performed using one or more diluents. In theperformance of process B, inert organic solvents are a preferred option(for example toluene and hexane). Water is likewise a possible solvent.Alternatively, process B can be performed in an excess of the alkene(IIa) or of the alkyne (IIb).

The workup is effected by customary methods. If necessary, the compoundsare purified by recrystallization or chromatography.

Process C

One means of preparing the intermediate (III) from compound (IV) isshown in Scheme 3 (Process C).

A compound of the general formula (III) is obtained by condensation ofan aldehyde of the formula (IV) with hydroxylamine and subsequentchlorination (see, for example, WO 05/0040159, WO 08/013,622 andSynthesis, 1987, 11, 998-1001).

In process C, aldehyde (IV) and hydroxylamine are first reacted (Scheme4, step (a)). The corresponding oxime is subsequently chlorinated in thepresence of a suitable chlorinating agent. Preferred chlorinatingreagents are N-chlorosuccinimide, NaOCl, HClO and chlorine. After step(a) of process C, the reaction mixture can be worked up by customarymethods or converted further directly in step (b).

Process C is preferably performed using one or more diluents. In step(a) of process C according to the invention, preference is given tousing protic solvents, for example ethanol, as the solvent. After theformation of the corresponding oxime from compound (IV), the reactionmixture is diluted in step (b) with a further solvent, for exampletetrahydrofuran, and then aqueous sodium hypochlorite is added. Thechlorination can likewise be effected with the aid ofN-chlorosuccinimide in DMF.

The workup is effected by customary methods. If necessary, the compoundscan be used in the next step without prior purification.

Process D

W₁₁ and W₁₂ are each functional groups suitable for the formation of thedesired heterocycle G, for example aldehydes, ketones, esters,carboxylic acids, amides, thioamides, nitriles, alcohols, thiols,hydrazines, oximes, amidines, amide oximes, olefins, acetylenes,halides, alkyl halides, methanesulphonates, trifluoromethanesulphonates,boric acid or boronates

In general, it is possible to prepare the compounds of the formula (I)from corresponding compounds (XXVI) and (XXV) with suitable functionalgroups W¹¹ and W¹², (I) (see Scheme 4, process D). There are numerousliterature methods for the preparation of heterocycles (see WO2008/013622; Comprehensive Heterocyclic Chemistry vol. 4-6, editors: A.R. Katritzky and C. W. Rees, Pergamon Press, New York, 1984;Comprehensive Heterocyclic Chemistry II, Vol. 2-4, editors: A. R.Katritzky, C. W. Rees and E. F. Scriven, Pergamon Press, New York, 1996;The Chemistry of Heterocyclic Compounds, editor: E. C. Taylor, Wiley,New York; Rodd's Chemistry of Carbon Compounds, vol. 2-4, Elsevier, NewYork).

Process E

W² is chlorine, bromine, iodine, p-toluenesulphonyloxy ormethylsulphonyloxy

A particular means of synthesizing compounds of the formula (If) fromcompounds (IX) with the compounds (VIII) is shown in Scheme 5 (processE).

Thiocarboxamides (IX) are obtainable by methods known from theliterature, for example by thionating the corresponding carboxamide byusing, for example, Lawesson's reagent (WO2008/013622, Org. Synth. Vol.7, 1990, 372).

α-Halo ketones or corresponding equivalents (e.g. p-toluenesulphonyloxyor methylsulphonyloxy) are also obtainable by methods known from theliterature (for examples see WO2008/013622), (Scheme 6).

W³ is N,N-dimethylamino, N-methoxy-N-methylamino or morpholin-1-yl

The thiazoles (If) are obtained by a Hantzsch thiazole synthesis fromthe thiocarboxamides (IX) and α-halo ketones or correspondingequivalents (VIII) (see, for example, “Comprehensive HeterocyclicChemistry”, Pergamon Press, 1984; vol. 6, pages 235-363, “ComprehensiveHeterocyclic Chemistry II”, Pergamon Press, 1996; vol. 3, pages 373-474and references cited therein, and WO 07/014,290). Process E ispreferably performed using one or more diluents. In the performance ofprocess E, inert organic solvents are a preferred option (for exampleN,N-dimethylformamide and ethanol).

If appropriate, an auxiliary base is used, for example triethylamine.

If necessary, the compounds are purified by recrystallization orchromatography.

Process F

The amides (Ia) obtained in the performance of process F according tothe invention (Scheme 7) can be converted by means of methods describedin the literature to the corresponding thioamides (Ib) (e.g. Bioorganic& Medicinal Chemistry Letters, 2009, 19(2), 462-468). This involvesreacting the compounds of the formula (Ia) typically with phosphoruspentasulphide or 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane2,4-disulphide (Lawesson's reagent) (see Scheme 7, Process F). Process Faccording to the invention is preferably carried out using one or morediluents. The preferred solvents are toluene, tetrahydrofuran,1,4-dioxane and 1,2-dimethoxyethane.

After the reaction has ended, the compounds (Ib) are separated from thereaction mixture by one of the customary separation techniques. Ifnecessary, the compounds are purified by recrystallization orchromatography.

Process G

W⁴ is OH, F, Cl, Br or I

One means of preparing compounds of the formula (Ia) from correspondingcompounds (XIII) with the compounds (IV) is shown in Scheme 8 (processG).

Compounds (IV) are either commercially available or can be prepared byprocesses described in the literature (see, for example, WO 2008/091580,WO 2007/014290 and WO 2008/091594).

A compound with the general formula (Ia) can be synthesized analogouslyto methods described in the literature (see, for example WO2007/147336), by a coupling reaction of a compound with thecorresponding general formula (XIII) with a substrate of the generalformula (IV) where W⁴ is chlorine, fluorine, bromine or iodine,optionally in the presence of an acid scavenger/base.

At least one equivalent of an acid scavenger/a base (for example Hünig'sbase, triethylamine or commercially available polymeric acid scavengers)is used, in relation to the starting material of the general formula(XIII). If the starting material is a salt, at least two equivalents ofthe acid scavenger are required.

Alternatively, a compound of the formula (Ia) can also be synthesizedfrom the corresponding compound of the formula (XIII) with a substrateof the formula (IV) where W⁴ is hydroxyl in the presence of a couplingagent, analogously to methods described in the literature (for exampleTetrahedron, 2005, 61, 10827-10852, and references cited therein).

Suitable coupling reagents are, for example, peptide coupling reagents(for example N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide mixed with4-dimethylaminopyridine, N-(3-dimethylaminopropyl)-N′-ethylcarbodiimidemixed with 1-hydroxybenzotriazole, bromotripyrrolidinophosphoniumhexafluorophosphate,O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluroniumhexafluorophosphate, etc.).

After the reaction has ended, the compounds (Ia) are separated from thereaction mixture by one of the customary separation techniques. Ifnecessary, the compounds are purified by recrystallization orchromatography.

Process H

W¹³=leaving groupIn A¹-H, the hydrogen is attached via a nitrogen atom.

One means of preparing compounds of the formula (Ig) from correspondingcompounds (VII) with the compounds (VI) is shown in Scheme 9 (processII).

The starting materials, (VII) in which W¹³ is a leaving group, can beprepared by means of methods described in the literature from compounds(V), (XVIIe) or (XIII) (FIG. 1) (see, for example, mesylation: OrganicLetters, 2003, 2539-2541; tosylation: JP60156601; halogenation:Australian Journal of Chemistry, 1983, 2095-2110). Typically, thecompounds of the formula (VII, W¹³=chlorine) are prepared proceedingfrom an amide of the formula (XIII) and chloroacetyl chloride. Thecompounds (V) in (FIG. 1) are prepared analogously to process G withglycolic acid or hydroxyacetyl chloride from (XIII) (see, for example,WO 2007103187, WO2006117521, Bioorganic & Medicinal Chemistry Letters,2007, 6326-6329).

At least one equivalent of a base (e.g. sodium hydride, potassiumcarbonate) is used in relation to the starting material of the generalformula (VI).

After the reaction has ended, the compounds (Ig) are separated from thereaction mixture by one of the customary separation techniques. Ifnecessary, the compounds are purified by recrystallization orchromatography.

Process I

One means of preparing compounds of the formula (Ic) from correspondingcompounds (XIII) with the compounds (XIV) is shown in Scheme 10 (processI).

A compound with the general formula (Ic) can be synthesized analogouslyto methods described in the literature (see, for example WO2009/055514), by a coupling reaction of a compound with thecorresponding general formula (XIII) with a substrate of the generalformula (XIV), optionally in the presence of an acid scavenger/base, forexample triethylamine, 1,8-diazabicyclo[5.4.0]undec-7-ene or Hünig'sbase.

After the reaction has ended, the compounds (Ic) are separated from thereaction mixture by one of the customary separation techniques. Ifnecessary, the compounds are purified by recrystallization orchromatography.

Process J

W⁵ is chlorine or imidazol-1-yl

One means of preparing compounds of the formula (Id) from correspondingcompounds (XVa) or (XVb) (see FIG. 2) with the compounds (XVI) is shownin Scheme 11 (process J).

The starting materials, carbamoyl and thiocarbamoyl chlorides of theformula (XVa), can be prepared by means of methods described in theliterature from compounds (XIII) (see, for example, Tetrahedron, 2008,7605; Journal of Organic Chemistry, 2004, 3787; Journal of OrganicChemistry, 1983, 4750; European Journal of Organic Chemistry, 2006,1177). Typically, the compounds of the formula (XVa) are preparedproceeding from amines of the formula (XIII) and phosgene, thiophosgeneor the equivalents thereof.

The alternative starting materials, carbamoyl- andthiocarbamoylimidazoles of the formula (XVb), can be prepared by meansof methods described in the literature (see, for example, TetrahedronLetters, 2008, 5279; Tetrahedron, 2005, 7153). Typically, the compoundsof the formula (XVb) are prepared proceeding from amines of the formula(XIII) and 1,1′-carbonyldiimidazole or 1,1′-thiocarbonyldimidazole.

Process J is optionally performed in the presence of a suitable acidacceptor.

The compounds (Id) obtained in the performance of process J according tothe invention can alternatively in some cases also be obtained withoutusing an acid acceptor, as the corresponding acid chlorides [(Id)-HCl].If required, the compounds (Id) are released by customary methods.

After the reaction has ended, the compounds (Id) are separated from thereaction mixture by one of the customary separation techniques. Ifnecessary, the compounds are purified by recrystallization orchromatography.

Process K

W⁶ is acetyl, C₁-C₄-alkoxycarbonyl, benzyl or benzyloxycarbonyl

One means of preparing compounds of the formula (XIII) fromcorresponding compounds (XVII) is shown in Scheme 12 (process K).

A compound of the formula (XVII) is converted to a compound of theformula (XIII) by suitable methods for removing protecting groupsdescribed in the literature (“Protective Groups in Organic Synthesis”;Theodora W. Greene, Peter G. M. Wuts; Wiley-Interscience; Third Edition;1999; 494-653). tert-Butoxycarbonyl and benzyloxycarbonyl protectinggroups can be removed in an acidic medium (for example with hydrochloricacid or trifluoroacetic acid). Acetyl protecting groups can be removedunder basic conditions (for example with potassium carbonate or caesiumcarbonate). Benzylic protecting groups can be removed hydrogenolyticallywith hydrogen in the presence of a catalyst (for example palladium onactivated carbon).

After the reaction has ended, the compounds (XIII) are separated fromthe reaction mixture by one of the customary separation techniques. Ifnecessary, the compounds are purified by recrystallization orchromatography, or can, if desired, also be used in the next stepwithout prior purification. It is also possible to isolate the compoundof the general formula (XIII) as a salt, for example as a salt ofhydrochloric acid or of trifluoroacetic acid.

Process L

W⁶ is acetyl, C₁-C₄-alkoxycarbonyl, benzyl or benzyloxycarbonylW¹¹ and W¹² are each functional groups suitable for the formation of thedesired heterocycle, as defined above.

In general, it is possible to prepare the intermediate (XVII) fromcorresponding compounds (XXII) with compounds (XXV). Process L (Scheme13) is performed analogously to process D (Scheme 4).

Process M

W² is chlorine, bromine, iodine, p-toluenesulphonyloxy ormethylsulphonyloxy,W⁶ is acetyl, C₁-C₄-alkoxycarbonyl, benzyl or benzyloxycarbonyl

Another means of preparing the intermediate of the formula (XVIId) fromcorresponding compounds (XXI) is shown in Scheme 14 (process M).Compounds (XXI) are either commercially available or can be prepared byprocesses described in the literature (see, for example, WO 2008/013622and WO 2007/014290). Process M is performed analogously to process E(Scheme 5).

Process N

G^(a): the piperidine radical is bonded via a nitrogen atom or carbonatom,W⁶ is acetyl, C₁-C₄-alkoxycarbonyl, benzyl or benzyloxycarbonyl,W⁷ is bromine, iodine, methylsulphonyloxy or trifluoromethylsulphonyloxy

A compound with the general formula (XVIIb) can be synthesizedanalogously to methods described in the literature by a couplingreaction of a compound with the corresponding general formula (XX) witha substrate of the general formula (XIX), optionally in the presence ofa base (Scheme 15, process N). (See, for example, for Zn/Pd coupling: WO2008/147831, WO 2006/106423 (pyridine), Shakespeare, W. C. et al Chem.Biol. Drug Design 2008, 71, 97-105 (pyrimidine derivatives), Pasternak,A. et al Bioorg. Med. Chem. Lett. 2008, 18, 994-998 (diazines);Coleridge, B. M.; Bello, C. S.; Leitner, A. Tetrahedron Lett. 2009, 50,4475-4477; Bach, T., Heuser, S. Angew. Chem. Int. Ed. 2001, 40,3184-3185. (thiazoles); for nucleophilic substitutions: WO 2008/104077;WO 2006/084015 (pyrazoles with N-substitution).

For nucleophilic substitutions, at least one equivalent of a base (e.g.sodium hydride, potassium carbonate) is used in relation to the startingmaterial of the general formula (XX).

After the reaction has ended, the compounds (XVIIb) are separated fromthe reaction mixture by one of the customary separation techniques. Ifnecessary, the compounds are purified by recrystallization orchromatography, or can, if desired, also be used in the next stepwithout prior purification.

Process O

G^(b): the piperazine radical is bonded via a carbon atomW⁶ is acetyl, C₁-C₄-alkoxycarbonyl, benzyl or benzyloxycarbonylW⁸ is bromine, iodine, methylsulphonyloxy or trifluoromethylsulphonyloxy

A compound with the general formula (XVIIc) can be synthesizedanalogously to methods described in the literature (see, for example,for nucleophilic substitutions: Li, C. S., Belair, L., Guay, J. et alBioorg. Med. Chem. Lett. 2009, 19, 5214-5217; WO 2008/062276; for coppercouplings: Yeh, V. S. C.; Wiedeman, P. E. Tetrahedron Lett. 2006, 47,6011-6016; for palladium couplings: WO 2008/061457) by a couplingreaction of a compound with the corresponding general formula (XXIX)with a substrate of the general formula (XXVIII), optionally in thepresence of a base (Scheme 16, process O).

At least one equivalent of a base (e.g. sodium hydride, potassiumcarbonate) is used in relation to the starting material of the generalformula (XXIX).

After the reaction has ended, the compounds (XVIIc) are separated fromthe reaction mixture by one of the customary separation techniques. Ifnecessary, the compounds are purified by recrystallization orchromatography, or can, if desired, also be used in the next stepwithout prior purification.

Process P

W⁶ is acetyl, C₁-C₄-alkoxycarbonyl, benzyl or benzyloxycarbonylW⁹ and W¹⁰ are functional groups suitable for the formation of thedesired heterocycle, as defined above.

In general, it is possible to prepare the intermediate (XVII) fromcorresponding compounds (XXVII) and (XXIII). Process P (Scheme 17) isperformed analogously to process A (Scheme 1).

Process Q

W⁶ is acetyl, C₁-C₄-alkoxycarbonyl, benzyl or benzyloxycarbonyl

A particular means of preparing the intermediate (XVIIa) fromcorresponding compounds (XVIII) is shown in Scheme 18 (process Q). Thestarting materials of the formula (XVIII) can be prepared by means ofmethods described in the literature (see, for example, WO 2008/013622),and process Q is performed analogously to process B (Scheme 2).

Novel compounds are those of the formula (VII),

and salts, metal complexes and N-oxides thereof, in which the symbolsW¹³, R², X, G, Q, L², R¹, R¹⁰ and p have the above-specified general,preferred, more preferred or even more preferred definitions.

Novel compounds are those of the formula (XVIIa),

for example (XVIII),

and salts, metal complexes and N-oxides thereof, in which the symbolsW⁶, X, G, L², p, R¹, R², R⁵ and R¹⁰ have the above-specified general,preferred, more preferred or even more preferred definitions.Novel compounds are those of the formula (XIIIa),

for example (XIIIb),

and salts, metal complexes and N-oxides thereof, in which the symbols X,L², p, G, R¹, R², R⁵ and R¹⁰ have the above-specified general,preferred, more preferred or even more preferred definitions.

The invention further provides a composition for controlling unwantedmicroorganisms, comprising at least one heteroarylpiperidine and-piperazine derivative according to the present invention. The inventionalso relates to a method for controlling unwanted microorganisms,characterized in that the inventive heteroarylpiperidine and -piperazinederivatives are applied to the microorganisms and/or in their habitat.

The invention further relates to seed which has been treated with atleast one inventive heteroarylpiperidine and -piperazine derivative.

The invention finally provides a method for protecting seed againstunwanted microorganisms by using seed treated with at least oneheteroarylpiperidine and -piperazine derivative according to the presentinvention.

The inventive substances have potent microbicidal activity and can beused for control of unwanted microorganisms, such as fungi and bacteria,in crop protection and in the protection of materials.

The inventive heteroarylpiperidine and -piperazine derivatives of theformula (I) have very good fungicidal properties and can be used in cropprotection, for example for control of Plasmodiophoromycetes, Oomycetes,Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes andDeuteromycetes.

Bactericides can be used in crop protection, for example, for control ofPseudomonadaceae, Rhizobiaceae, Enterobacteriaceae, Corynebacteriaceaeand Streptomycetaceae. The inventive fungicidal compositions can be usedfor curative or protective control of phytopathogenic fungi. Theinvention therefore also relates to curative and protective methods forcontrolling phytopathogenic fungi by the use of the inventive activeingredients or compositions, which are applied to the seed, the plant orplant parts, the fruit or the soil in which the plants grow.

The inventive compositions for controlling phytopathogenic fungi in cropprotection comprise an effective but non-phytotoxic amount of theinventive active ingredients. An “effective but non-phytotoxic amount”means an amount of the inventive composition which is sufficient tocontrol the fungal disease of the plant in a satisfactory manner or toeradicate the fungal disease completely, and which, at the same time,does not cause any significant symptoms of phytotoxicity. In general,this application rate may vary within a relatively wide range. Itdepends on several factors, for example on the fungus to be controlled,the plant, the climatic conditions and the ingredients of the inventivecompositions.

All plants and plant parts can be treated in accordance with theinvention. Plants are understood here to mean all plants and plantpopulations, such as desired and undesired wild plants or crop plants(including naturally occurring crop plants). Crop plants may be plantswhich can be obtained by conventional breeding and optimization methodsor by biotechnological and genetic engineering methods or combinationsof these methods, including the transgenic plants and including theplant varieties which are protectable and non-protectable by plantbreeders' rights. Plant parts are understood to mean all parts andorgans of plants above and below the ground, such as shoot, leaf, flowerand root, examples of which include leaves, needles, stalks, stems,flowers, fruit bodies, fruits, seeds, roots, tubers and rhizomes. Theplant parts also include harvested material and vegetative andgenerative propagation material, for example cuttings, tubers, rhizomes,slips and seeds.

Plants which can be treated in accordance with the invention include thefollowing: cotton, flax, grapevine, fruit, vegetables, such as Rosaceaesp. (for example pome fruits such as apples and pears, but also stonefruits such as apricots, cherries, almonds and peaches, and soft fruitssuch as strawberries), Ribesioidae sp., Juglandaceae sp., Betulaceaesp., Anacardiaceae sp., Fagaceae sp., Moraceae sp., Oleaceae sp.,Actimidaceae sp., Lauraceae sp., Musaceae sp. (for example banana plantsand banana plantations), Rubiaceae sp. (for example coffee), Theaceaesp., Sterculiceae sp., Rutaceae sp. (for example lemons, oranges andgrapefruit); Solanaceae sp. (for example tomatoes), Liliaceae sp.,Asteraceae sp. (for example lettuce), Umbelliferae sp., Cruciferae sp.,Chenopodiaceae sp., Cucurbitaceae sp. (for example cucumber), Alliaceaesp. (for example leeks, onions), Papilionaceae sp. (for example peas);major crop plants such as Gramineae sp. (for example maize, turf,cereals such as wheat, rye, rice, barley, oats, millet and triticale),Asteraceae sp. (for example sunflower), Brassicaceae sp. (for examplewhite cabbage, red cabbage, broccoli, cauliflower, Brussels sprouts, pakChoi, kohlrabi, radishes and oilseed rape, mustard, horseradish andcress), Fabacae sp. (for example beans, peanuts), Papilionaceae sp. (forexample soya beans), Solanaceae sp. (for example potatoes),Chenopodiaceae sp. (for example sugar beet, fodder beet, Swiss chard,beetroot); useful plants and ornamental plants in gardens and forests;and genetically modified types of each of these plants.

Non-limiting examples of pathogens of fungal diseases which can betreated according to the invention include:

diseases caused by powdery mildew pathogens, for example Blumeriaspecies, for example Blumeria graminis; Podosphaera species, for examplePodosphaera leucotricha; Sphaerotheca species, for example Sphaerothecafuliginea; Uncinula species, for example Uncinula necator;diseases caused by rust disease pathogens, for example Gymnosporangiumspecies, for example Gymnosporangium sabinae; Hemileia species, forexample Hemileia vastatrix; Phakopsora species, for example Phakopsorapachyrhizi or Phakopsora meibomiae; Puccinia species, for examplePuccinia recondita, Puccinia graminis or Puccinia striiformis; Uromycesspecies, for example Uromyces appendiculatus; diseases caused bypathogens from the group of the Oomycetes, for example Albugo species,for example Albugo candida; Bremia species, for example Bremia lactucae;Peronospora species, for example Peronospora pisi or P. brassicae;Phytophthora species, for example Phytophthora infestans; Plasmoparaspecies, for example Plasmopara viticola; Pseudoperonospora species, forexample Pseudoperonospora humuli or Pseudoperonospora cubensis; Pythiumspecies, for example Pythium ultimum;leaf blotch diseases and leaf wilt diseases caused, for example, byAlternaria species, for example Alternaria solani; Cercospora species,for example Cercospora beticola; Cladosporium species, for exampleCladosporium cucumerinum; Cochliobolus species, for example Cochliobolussativus (conidial form: Drechslera, Syn: Helminthosporium) orCochliobolus miyabeanus; Colletotrichum species, for exampleColletotrichum lindemuthanium; Cycloconium species, for exampleCycloconium oleaginum; Diaporthe species, for example Diaporthe citri;Elsinoe species, for example Elsinoe fawcettii; Gloeosporium species,for example Gloeosporium laeticolour; Glomerella species, for exampleGlomerella cingulata; Guignardia species, for example Guignardiabidwelli; Leptosphaeria species, for example Leptosphaeria maculans;Magnaporthe species, for example Magnaporthe grisea; Microdochiumspecies, for example Microdochium nivale; Mycosphaerella species, forexample Mycosphaerella graminicola, Mycosphaerella arachidicola orMycosphaerella fijiensis; Phaeosphaeria species, for examplePhaeosphaeria nodorum; Pyrenophora species, for example Pyrenophorateres or Pyrenophora tritici repentis; Ramularia species, for exampleRamularia collo-cygni or Ramularia areola; Rhynchosporium species, forexample Rhynchosporium secalis; Septoria species, for example Septoriaapii or Septoria lycopersici; Stagonospora species, for exampleStagonospora nodorum; Typhula species, for example Typhula incarnata;Venturia species, for example Venturia inaequalis;root and stem diseases caused, for example, by Corticium species, forexample Corticium graminearum; Fusarium species, for example Fusariumoxysporum; Gaeumannomyces species, for example Gaeumannomyces graminis;Plasmodiophora species, for example Plasmodiophora brassicae;Rhizoctonia species, for example Rhizoctonia solani; Sarocladiumspecies, for example Sarocladium oryzae; Sclerotium species, for exampleSclerotium oryzae; Tapesia species, for example Tapesia acuformis;Thielaviopsis species, for example Thielaviopsis basicola;ear and panicle diseases (including maize cobs) caused, for example, byAlternaria species, for example Alternaria spp.; Aspergillus species,for example Aspergillus flavus; Cladosporium species, for exampleCladosporium cladosporioides; Claviceps species, for example Clavicepspurpurea; Fusarium species, for example Fusarium culmorum; Gibberellaspecies, for example Gibberella zeae; Monographella species, for exampleMonographella nivalis; Stagonospora species, for example Stagonosporanodorum;diseases caused by smut fungi, for example Sphacelotheca species, forexample Sphacelotheca reiliana; Tilletia species, for example Tilletiacaries or Tilletia controversa; Urocystis species, for example Urocystisocculta; Ustilago species, for example Ustilago nuda; fruit rot caused,for example, by Aspergillus species, for example Aspergillus flavus;Botrytis species, for example Botrytis cinerea; Penicillium species, forexample Penicillium expansum or Penicillium purpurogenum; Rhizopusspecies, for example Rhizopus stolonifer; Sclerotinia species, forexample Sclerotinia sclerotiorum; Verticilium species, for exampleVerticilium alboatrum;seed- and soil-borne rot and wilt diseases, and also diseases ofseedlings, caused, for example, by Alternaria species, for exampleAlternaria brassicicola; Aphanomyces species, for example Aphanomyceseuteiches; Ascochyta species, for example Ascochyta lentis; Aspergillusspecies, for example Aspergillus flavus; Cladosporium species, forexample Cladosporium herbarum; Cochliobolus species, for exampleCochliobolus sativus (conidial form: Drechslera, Bipolaris Syn:Helminthosporium); Colletotrichum species, for example Colletotrichumcoccodes; Fusarium species, for example Fusarium culmorum; Gibberellaspecies, for example Gibberella zeae; Macrophomina species, for exampleMacrophomina phaseolina; Microdochium species, for example Microdochiumnivale; Monographella species, for example Monographella nivalis;Penicillium species, for example Penicillium expansum; Phoma species,for example Phoma lingam; Phomopsis species, for example Phomopsissojae; Phytophthora species, for example Phytophthora cactorum;Pyrenophora species, for example Pyrenophora graminea; Pyriculariaspecies, for example Pyricularia oryzae; Pythium species, for examplePythium ultimum; Rhizoctonia species, for example Rhizoctonia solani;Rhizopus species, for example Rhizopus oryzae; Sclerotium species, forexample Sclerotium rolfsii; Septoria species, for example Septorianodorum; Typhula species, for example Typhula incarnata; Verticilliumspecies, for example Verticillium dahliae;cancers, galls and witches' broom caused, for example, by Nectriaspecies, for example Nectria galligena;wilt diseases caused, for example, by Monilinia species, for exampleMonilinia laxa;deformations of leaves, flowers and fruits caused, for example, byExobasidium species, for example Exobasidium vexans; Taphrina species,for example Taphrina deformans;degenerative diseases in woody plants, caused, for example, by Escaspecies, for example Phaeomoniella chlamydospora, Phaeoacremoniumaleophilum or Fomitiporia mediterranea; Ganoderma species, for exampleGanoderma boninense;diseases of flowers and seeds caused, for example, by Botrytis species,for example Botrytis cinerea;diseases of plant tubers caused, for example, by Rhizoctonia species,for example Rhizoctonia solani; Helminthosporium species, for exampleHelminthosporium solani;diseases caused by bacterial pathogens, for example Xanthomonas species,for example Xanthomonas campestris pv. oryzae; Pseudomonas species, forexample Pseudomonas syringae pv. lachrymans; Erwinia species, forexample Erwinia amylovora.

The following diseases of soya beans can be controlled with preference:

Fungal diseases on leaves, stems, pods and seeds caused, for example, byAlternaria leaf spot (Alternaria spec. atrans tenuissima), Anthracnose(Colletotrichum gloeosporoides dematium var. truncatum), brown spot(Septoria glycines), cercospora leaf spot and blight (Cercosporakikuchii), choanephora leaf blight (Choanephora infundibulifera trispora(Syn.)), dactuliophora leaf spot (Dactuliophora glycines), downy mildew(Peronospora manshurica), drechslera blight (Drechslera glycini),frogeye leaf spot (Cercospora sojina), leptosphaerulina leaf spot(Leptosphaerulina trifolii), phyllostica leaf spot (Phyllostictasojaecola), pod and stem blight (Phomopsis sojae), powdery mildew(Microsphaera diffusa), pyrenochaeta leaf spot (Pyrenochaeta glycines),rhizoctonia aerial, foliage, and web blight (Rhizoctonia solani), rust(Phakopsora pachyrhizi, Phakopsora meibomiae), scab (Sphacelomaglycines), stemphylium leaf blight (Stemphylium botryosum), target spot(Corynespora cassiicola).

Fungal diseases on roots and the stem base caused, for example, by blackroot rot (Calonectria crotalariae), charcoal rot (Macrophominaphaseolina), fusarium blight or wilt, root rot, and pod and collar rot(Fusarium oxysporum, Fusarium orthoceras, Fusarium semitectum, Fusariumequiseti), mycoleptodiscus root rot (Mycoleptodiscus terrestris),neocosmospora (Neocosmospora vasinfecta), pod and stem blight (Diaporthephaseolorum), stem canker (Diaporthe phaseolorum var. caulivora),phytophthora rot (Phytophthora megasperma), brown stem rot (Phialophoragregata), pythium rot (Pythium aphanidermatum, Pythium irregulare,Pythium debaryanum, Pythium myriotylum, Pythium ultimum), rhizoctoniaroot rot, stem decay, and damping-off (Rhizoctonia solani), sclerotiniastem decay (Sclerotinia sclerotiorum), sclerotinia southern blight(Sclerotinia rolfsii), thielaviopsis root rot (Thielaviopsis basicola).

The inventive active ingredients also have very good fortifying actionin plants. They are therefore suitable for mobilizing the plant's owndefences against attack by undesirable microorganisms.

Plant-fortifying (resistance-inducing) substances are understood tomean, in the present context, those substances which are capable ofstimulating the defense system of plants in such a way that the treatedplants, when subsequently inoculated with undesirable microorganisms,develop a high degree of resistance to these microorganisms.

In the present case, undesirable microorganisms are understood to meanphytopathogenic fungi and bacteria. The inventive substances can thus beused to protect plants for a certain period after the treatment againstattack by the pathogens mentioned. The period for which protection isprovided generally extends over 1 to 10 days, preferably 1 to 7 days,after the treatment of the plants with the active ingredients.

The fact that the active ingredients are well tolerated by plants at theconcentrations required for controlling plant diseases allows thetreatment of above-ground parts of plants, of propagation stock andseeds, and of the soil.

The inventive active ingredients can be used particularly successfullyto control diseases in viticulture and fruit, potato and vegetablegrowing, for example especially against powdery mildew fungi, Oomycetes,for example Phytophthora, Plasmopara, Pseudoperonospora and Pythiumspecies.

The inventive active ingredients are also suitable for enhancing theyield of crops. In addition, they have reduced toxicity and are welltolerated by plants.

In some cases, the inventive compounds can, at particular concentrationsor application rates, also be used as herbicides, safeners, growthregulators or agents to improve plant properties, or as microbicides,for example as fungicides, antimycotics, bactericides, viricides(including compositions against viroids) or as compositions against MLO(Mycoplasma-like organisms) and RLO (Rickettsia-like organisms). Ifappropriate, they can also be used as insecticides. If appropriate, theycan also be used as intermediates or precursors for the synthesis ofother active ingredients.

The inventive active ingredients, when they are well tolerated byplants, have favourable homeotherm toxicity and are well tolerated bythe environment, are suitable for protecting plants and plant organs,for enhancing harvest yields, for improving the quality of the harvestedmaterial in agriculture, in horticulture, in animal husbandry, inforests, in gardens and leisure facilities, in the protection of storedproducts and of materials, and in the hygiene sector. They canpreferably be used as crop protection compositions. They are activeagainst normally sensitive and resistant species and against all or somestages of development.

The inventive treatment of the plants and plant parts with the activeingredients or compositions is effected directly or by action on theirsurroundings, habitat or storage space by the customary treatmentmethods, for example by dipping, spraying, atomizing, irrigating,evaporating, dusting, fogging, broadcasting, foaming, painting,spreading-on, watering (drenching), drip irrigating and, in the case ofpropagation material, especially in the case of seeds, also by dry seedtreatment, wet seed treatment, slurry treatment, incrustation, coatingwith one or more coats, etc. It is also possible to deploy the activeingredients by the ultra-low volume method or to inject the activeingredient preparation or the active ingredient itself into the soil.

The inventive active ingredients or compositions can also be used in theprotection of materials, for protecting industrial materials againstattack and destruction by unwanted microorganisms, for example fungi.

Industrial materials in the present context are understood to meaninanimate materials which have been prepared for use in industry. Forexample, industrial materials which are to be protected by inventiveactive ingredients from microbial alteration or destruction may beadhesives, sizes, paper and board, textiles, leather, wood, paints andplastic articles, cooling lubricants and other materials which can beinfected with or destroyed by microorganisms. The range of materials tobe protected also includes parts of production plants, for examplecooling water circuits, which may be impaired by the proliferation ofmicroorganisms. Industrial materials within the scope of the presentinvention preferably include adhesives, sizes, paper and card, leather,wood, paints, cooling lubricants and heat transfer fluids, morepreferably wood. The inventive active ingredients or compositions mayprevent adverse effects, such as rotting, decay, discolouration,decolouration or formation of mould.

The inventive method for controlling unwanted fungi can also be employedfor protecting storage goods. Storage goods are understood to meannatural substances of vegetable or animal origin or processed productsthereof which are of natural origin, and for which long-term protectionis desired. Storage goods of vegetable origin, for example plants orplant parts, such as stems, leaves, tubers, seeds, fruits, grains, canbe protected freshly harvested or after processing by (pre)drying,moistening, comminuting, grinding, pressing or roasting. Storage goodsalso include timber, both unprocessed, such as construction timber,electricity poles and barriers, or in the form of finished products,such as furniture. Storage goods of animal origin are, for example,hides, leather, furs and hairs. The inventive active ingredients mayprevent adverse effects, such as rotting, decay, discolouration,decolouration or formation of mould.

Microorganisms capable of degrading or altering the industrial materialsinclude, for example, bacteria, fungi, yeasts, algae and slimeorganisms. The inventive active ingredients preferably act againstfungi, especially moulds, wood-discolouring and wood-destroying fungi(Basidiomycetes), and against slime organisms and algae. Examplesinclude microorganisms of the following genera: Alternaria, such asAlternaria tenuis; Aspergillus, such as Aspergillus niger; Chaetomium,such as Chaetomium globosum; Coniophora, such as Coniophora puetana;Lentinus, such as Lentinus tigrinus; Penicillium, such as Penicilliumglaucum; Polyporus, such as Polyporus versicolour; Aureobasidium, suchas Aureobasidium pullulans; Sclerophoma, such as Sclerophoma pityophila;Trichoderma, such as Trichoderma viride; Escherichia, such asEscherichia coli; Pseudomonas, such as Pseudomonas aeruginosa;Staphylococcus, such as Staphylococcus aureus.

The present invention further relates to a composition for controllingunwanted microorganisms, comprising at least one of the inventiveheteroarylpiperidine and -piperazine derivatives. These are preferablyfungicidal compositions which comprise agriculturally suitableauxiliaries, solvents, carriers, surfactants or extenders.

According to the invention, a carrier is a natural or synthetic organicor inorganic substance with which the active ingredients are mixed orcombined for better applicability, in particular for application toplants or plant parts or seed. The carrier, which may be solid orliquid, is generally inert and should be suitable for use inagriculture.

Useful solid carriers include: for example ammonium salts and naturalrock flours, such as kaolins, clays, talc, chalk, quartz, attapulgite,montmorillonite or diatomaceous earth, and synthetic rock flours, suchas finely divided silica, alumina and silicates; useful solid carriersfor granules include: for example, crushed and fractionated naturalrocks such as calcite, marble, pumice, sepiolite and dolomite, and alsosynthetic granules of inorganic and organic flours, and granules oforganic material such as paper, sawdust, coconut shells, maize cobs andtobacco stalks; useful emulsifiers and/or foam-formers include: forexample nonionic and anionic emulsifiers, such as polyoxyethylene fattyacid esters, polyoxyethylene fatty alcohol ethers, for example alkylarylpolyglycol ethers, alkylsulphonates, alkyl sulphates, arylsulphonatesand also protein hydrolysates; suitable dispersants are nonionic and/orionic substances, for example from the classes of the alcohol-POE and/or-POP ethers, acid and/or POP POE esters, alkylaryl and/or POP POEethers, fat and/or POP POE adducts, POE- and/or POP-polyol derivatives,POE- and/or POP-sorbitan or -sugar adducts, alkyl or aryl sulphates,alkyl- or arylsulphonates and alkyl or aryl phosphates or thecorresponding PO-ether adducts. Further suitable oligomers or polymersare, for example those derived from vinylic monomers, from acrylic acid,from EO and/or PO alone or in combination with, for example,(poly)alcohols or (poly)amines. It is also possible to use lignin andits sulphonic acid derivatives, unmodified and modified celluloses,aromatic and/or aliphatic sulphonic acids and also their adducts withformaldehyde. The active ingredients can be converted to the customaryformulations, such as solutions, emulsions, wettable powders, water- andoil-based suspensions, powders, dusts, pastes, soluble powders, solublegranules, granules for broadcasting, suspoemulsion concentrates, naturalproducts impregnated with active ingredient, synthetic substancesimpregnated with active ingredient, fertilizers and alsomicroencapsulations in polymeric substances.

The active ingredients can be applied as such, in the form of theirformulations or the use forms prepared therefrom, such as ready-to-usesolutions, emulsions, water- or oil-based suspensions, powders, wettablepowders, pastes, soluble powders, dusts, soluble granules, granules forbroadcasting, suspoemulsion concentrates, natural products impregnatedwith active ingredient, synthetic substances impregnated with activeingredient, fertilizers and also microencapsulations in polymericsubstances. Application is accomplished in a customary manner, forexample by watering, spraying, atomizing, broadcasting, dusting,foaming, spreading, etc. It is also possible to apply the activeingredients by the ultra-low volume method, or to inject the activeingredient preparation or the active ingredient itself into the soil. Itis also possible to treat the seed of the plants.

The formulations mentioned can be prepared in a manner known per se, forexample by mixing the active ingredients with at least one customaryextender, solvent or diluent, emulsifier, dispersant and/or binder orfixing agent, wetting agent, a water repellent, if appropriatesiccatives and UV stabilizers and if appropriate dyes and pigments,antifoams, preservatives, secondary thickeners, stickers, gibberellinsand also other processing auxiliaries.

The present invention includes not only formulations which are alreadyready for use and can be deployed with a suitable apparatus to the plantor the seed, but also commercial concentrates which have to be dilutedwith water prior to use.

The inventive active ingredients may be present as such or in their(commercial) formulations and in the use forms prepared from theseformulations as a mixture with other (known) active ingredients, such asinsecticides, attractants, sterilants, bactericides, acaricides,nematicides, fungicides, growth regulators, herbicides, fertilizers,safeners and/or semiochemicals.

The auxiliaries used may be those substances which are suitable forimparting particular properties to the composition itself and/or topreparations derived therefrom (for example spray liquors, seeddressings), such as certain technical properties and/or also particularbiological properties. Typical auxiliaries include: extenders, solventsand carriers.

Suitable extenders are, for example, water, polar and nonpolar organicchemical liquids, for example from the classes of the aromatic andnonaromatic hydrocarbons (such as paraffins, alkylbenzenes,alkylnaphthalenes, chlorobenzenes), the alcohols and polyols (which mayoptionally also be substituted, etherified and/or esterified), theketones (such as acetone, cyclohexanone), esters (including fats andoils) and (poly)ethers, the unsubstituted and substituted amines,amides, lactams (such as N-alkylpyrrolidones) and lactones, thesulphones and sulphoxides (such as dimethyl sulphoxide).

Liquefied gaseous extenders or carriers are understood to mean liquidswhich are gaseous at standard temperature and under standard pressure,for example aerosol propellants such as halohydrocarbons, or elsebutane, propane, nitrogen and carbon dioxide.

In the formulations it is possible to use tackifiers such ascarboxymethylcellulose, natural and synthetic polymers in the form ofpowders, granules or latices, such as gum arabic, polyvinyl alcohol andpolyvinyl acetate, or else natural phospholipids such as cephalins andlecithins and synthetic phospholipids. Further additives may be mineraland vegetable oils.

If the extender used is water, it is also possible to use, for example,organic solvents as auxiliary solvents. Useful liquid solvents areessentially: aromatics such as xylene, toluene or alkylnaphthalenes,chlorinated aromatics or chlorinated aliphatic hydrocarbons such aschlorobenzenes, chloroethylenes or methylene chloride, aliphatichydrocarbons such as cyclohexane or paraffins, for example petroleumfractions, alcohols such as butanol or glycol and their ethers andesters, ketones such as acetone, methyl ethyl ketone, methyl isobutylketone or cyclohexanone, strongly polar solvents such asdimethylformamide and dimethyl sulphoxide, or else water.

The inventive compositions may additionally comprise further components,for example surfactants. Useful surfactants are emulsifiers and/or foamformers, dispersants or wetting agents having ionic or nonionicproperties, or mixtures of these surfactants. Examples thereof are saltsof polyacrylic acid, salts of lignosulphonic acid, salts ofphenolsulphonic acid or naphthalenesulphonic acid, polycondensates ofethylene oxide with fatty alcohols or with fatty acids or with fattyamines, substituted phenols (preferably alkylphenols or arylphenols),salts of sulphosuccinic esters, taurine derivatives (preferably alkyltaurates), phosphoric esters of polyethoxylated alcohols or phenols,fatty esters of polyols, and derivatives of the compounds containingsulphates, sulphonates and phosphates, for example alkylaryl polyglycolethers, alkylsulphonates, alkyl sulphates, arylsulphonates, proteinhydrolysates, lignosulphite waste liquors and methylcellulose. Thepresence of a surfactant is necessary if one of the active ingredientsand/or one of the inert carriers is insoluble in water and whenapplication is effected in water. The proportion of surfactants isbetween 5 and 40 percent by weight of the inventive composition. It ispossible to use dyes such as inorganic pigments, for example iron oxide,titanium oxide and Prussian Blue, and organic dyes such as alizarindyes, azo dyes and metal phthalocyanine dyes, and trace nutrients suchas salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.

Further additives may be perfumes, mineral or vegetable, optionallymodified oils, waxes and nutrients (including trace nutrients), such assalts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.

Additional components may be stabilizers, such as cold stabilizers,preservatives, antioxidants, light stabilizers, or other agents whichimprove chemical and/or physical stability.

If appropriate, it is also possible for other additional components tobe present, for example protective colloids, binders, adhesives,thickeners, thixotropic substances, penetrants, stabilizers,sequestrants, complexing agents. In general, the active ingredients canbe combined with any solid or liquid additive commonly used forformulation purposes.

The formulations contain generally between 0.05 and 99% by weight, 0.01and 98% by weight, preferably between 0.1 and 95% by weight, morepreferably between 0.5 and 90% of active ingredient, most preferablybetween 10 and 70 percent by weight.

The formulations described above can be used in an inventive method forcontrolling unwanted microorganisms, in which the inventiveheteroarylpiperidine and -piperazine derivatives are applied to themicroorganisms and/or in their habitat.

The inventive active ingredients can also be used, as such or informulations thereof, in a mixture with known fungicides, bactericides,acaricides, nematicides or insecticides, in order thus to broaden, forexample, the activity spectrum or to prevent development of resistance.

Useful mixing partners include, for example, known fungicides,insecticides, acaricides, nematicides or else bactericides (see alsoPesticide Manual, 14th ed.).

A mixture with other known active ingredients, such as herbicides, orwith fertilizers and growth regulators, safeners and/or semiochemicalsis also possible.

Application is accomplished in a customary manner appropriate for theuse forms.

The invention further comprises a method for treating seed.

A further aspect of the present invention relates in particular to seedtreated with at least one of the inventive heteroarylpiperidine and-piperazine derivatives. The inventive seeds are used in methods forprotection of seed from phytopathogenic harmful fungi. In these methods,seed treated with at least one inventive active ingredient is used.

The inventive active ingredients or compositions are also suitable fortreating seed. A large part of the damage to crop plants caused byharmful organisms is triggered by the infection of the seed duringstorage or after sowing, and also during and after germination of theplant. This phase is particularly critical since the roots and shoots ofthe growing plant are particularly sensitive, and even minor damage mayresult in the death of the plant. There is therefore a great interest inprotecting the seed and the germinating plant by using appropriatecompositions.

The control of phytopathogenic harmful fungi by treating the seed ofplants has been known for a long time and is the subject of constantimprovements. However, the treatment of seed entails a series ofproblems which cannot always be solved in a satisfactory manner. Forinstance, it is desirable to develop methods for protecting the seed andthe germinating plant, which dispense with, or at least significantlyreduce, the additional deployment of crop protection compositions afterplanting or after emergence of the plants. It is also desirable tooptimize the amount of the active ingredient used so as to provide thebest possible protection for the seed and the germinating plant fromattack by phytopathogenic fungi, but without damaging the plant itselfby the active ingredient used. In particular, methods for the treatmentof seed should also take account of the intrinsic fungicidal propertiesof transgenic plants in order to achieve optimal protection of the seedand the germinating plant with a minimum expenditure of crop protectioncompositions.

The present invention therefore also relates to a method for protectingseed and germinating plants against attack by animal pests and/orphytopathogenic harmful fungi by treating the seed with an inventivecomposition. The invention likewise relates to the use of the inventivecompositions for treatment of seed to protect the seed and thegerminating plant from phytopathogenic fungi. The invention furtherrelates to seed which has been treated with an inventive composition forprotection from phytopathogenic fungi.

Animal pests and/or phytopathogenic harmful fungi which damage plantspost-emergence are controlled primarily by the treatment of the soil andof the exposed parts of plants with crop protection compositions. Owingto the concerns regarding a possible influence of the crop protectioncompositions on the environment and the health of humans and animals,there are efforts to reduce the amount of active ingredients deployed.

One of the advantages of the present invention is that, because of theparticular systemic properties of the inventive compositions, thetreatment of the seed with these compositions not only protects the seeditself, but also the resulting plants after emergence, from animal pestsand/or phytopathogenic harmful fungi. In this way, the immediatetreatment of the crop at the time of sowing or shortly thereafter can bedispensed with.

It is likewise considered to be advantageous that the inventive activeingredients or compositions can especially also be used with transgenicseed, in which case the plant growing from this seed is capable ofexpressing a protein which acts against pests. By virtue of thetreatment of such seed with the inventive active ingredients orcompositions, merely the expression of the protein, for example aninsecticidal protein, can control certain pests. Surprisingly, a furthersynergistic effect can be observed in this case, which additionallyincreases the effectiveness for protection against attack by pests. Theinventive compositions are suitable for protection of seed of any plantvariety which is used in agriculture, in the greenhouse, in forests orin horticulture. More particularly, the seed is that of cereals (such aswheat, barley, rye, millet and oats), maize, cotton, soya, rice,potatoes, sunflower, bean, coffee, beet (e.g. sugar beet and fodderbeet), peanut, vegetables (such as tomato, cucumber, onions andlettuce), lawns and ornamental plants. Of particular significance is thetreatment of the seed of cereals (such as wheat, barley, rye and oats),maize and rice.

As also described below, the treatment of transgenic seed with theinventive active ingredients or compositions is of particularsignificance. This relates to the seed of plants containing at least oneheterologous gene which enables the expression of a polypeptide orprotein having insecticidal properties. The heterologous gene intransgenic seed may originate, for example, from microorganisms of thespecies Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma,Clavibacter, Glomus or Gliocladium. This heterologous gene preferablyoriginates from Bacillus sp., in which case the gene product iseffective against the European maize borer and/or the Western maizerootworm. The heterologous gene more preferably originates from Bacillusthuringiensis.

In the context of the present invention, the inventive composition isapplied to the seed alone or in a suitable formulation. Preferably, theseed is treated in a state in which it is sufficiently stable for nodamage to occur in the course of treatment. In general, the seed can betreated at any time between harvest and sowing. It is customary to useseed which has been separated from the plant and freed from cobs,shells, stalks, coats, hairs or the flesh of the fruits. For example, itis possible to use seed which has been harvested, cleaned and dried downto a moisture content of less than 15% by weight. Alternatively, it isalso possible to use seed which, after drying, for example, has beentreated with water and then dried again.

When treating the seed, care must generally be taken that the amount ofthe inventive composition applied to the seed and/or the amount offurther additives is selected such that the germination of the seed isnot impaired, or that the resulting plant is not damaged. This has to beborne in mind in particular in the case of active ingredients which canhave phytotoxic effects at certain application rates.

The inventive compositions can be applied directly, i.e. withoutcontaining any other components and without having been diluted. Ingeneral, it is preferable to apply the compositions to the seed in theform of a suitable formulation. Suitable formulations and methods forseed treatment are known to those skilled in the art and are described,for example, in the following documents: U.S. Pat. No. 4,272,417, U.S.Pat. No. 4,245,432, U.S. Pat. No. 4,808,430, U.S. Pat. No. 5,876,739, US2003/0176428, WO 2002/080675, WO 2002/028186.

The active ingredients usable in accordance with the invention can beconverted to the customary seed dressing formulations, such assolutions, emulsions, suspensions, powders, foams, slurries or othercoating compositions for seed, and also ULV formulations.

These formulations are prepared in a known manner, by mixing the activeingredients or active ingredient combinations with customary additives,for example customary extenders and solvents or diluents, dyes, wettingagents, dispersants, emulsifiers, antifoams, preservatives, secondarythickeners, adhesives, gibberellins, and also water.

Useful dyes which may be present in the seed dressing formulationsusable in accordance with the invention are all dyes which are customaryfor such purposes. It is possible to use either pigments, which aresparingly soluble in water, or dyes, which are soluble in water.Examples include the dyes known by the names Rhodamine B, C.I. PigmentRed 112 and C.I, Solvent Red 1. Useful wetting agents which may bepresent in the seed dressing formulations usable in accordance with theinvention are all substances which promote wetting and which areconventionally used for the formulation of active agrochemicalingredients. Preference is given to using alkyl naphthalenesulphonates,such as diisopropyl or diisobutyl naphthalenesulphonates.

Useful dispersants and/or emulsifiers which may be present in the seeddressing formulations usable in accordance with the invention are allnonionic, anionic and cationic dispersants conventionally used for theformulation of active agrochemical ingredients. Usable with preferenceare nonionic or anionic dispersants or mixtures of nonionic or anionicdispersants. Suitable nonionic dispersants include especially ethyleneoxide/propylene oxide block polymers, alkylphenol polyglycol ethers andtristryrylphenol polyglycol ether, and the phosphated or sulphatedderivatives thereof. Suitable anionic dispersants are especiallylignosulphonates, polyacrylic acid salts and arylsulphonate/formaldehydecondensates.

Antifoams which may be present in the seed dressing formulations usablein accordance with the invention are all foam-inhibiting substancesconventionally used for the formulation of active agrochemicalingredients. Silicone antifoams and magnesium stearate can be used withpreference. Preservatives which may be present in the seed dressingformulations usable in accordance with the invention are all substancesusable for such purposes in agrochemical compositions. Examples includedichlorophene and benzyl alcohol hemiformal.

Secondary thickeners which may be present in the seed dressingformulations usable in accordance with the invention are all substancesusable for such purposes in agrochemical compositions. Preferredexamples include cellulose derivatives, acrylic acid derivatives,xanthan, modified clays and finely divided silica.

Adhesives which may be present in the seed dressing formulations usablein accordance with the invention are all customary binders usable inseed dressing products. Preferred examples include polyvinylpyrrolidone,polyvinyl acetate, polyvinyl alcohol and tylose.

The gibberellins which may be present in the seed dressing formulationsusable in accordance with the invention may preferably be gibberellinsA1, A3 (=gibberellic acid), A4 and A7; particular preference is given tousing gibberellic acid. The gibberellins are known (cf. R. Wegler“Chemie der Pflanzenschutz- and Schädlingsbekämpfungsmittel” [Chemistryof the Crop Protection Compositions and Pesticides], vol. 2, SpringerVerlag, 1970, p. 401-412).

The seed dressing formulations usable in accordance with the inventioncan be used to treat a wide variety of different kinds of seed eitherdirectly or after prior dilution with water. For instance, theconcentrates or the preparations obtainable therefrom by dilution withwater can be used to dress the seed of cereals, such as wheat, barley,rye, oats, and triticale, and also the seed of maize, rice, oilseedrape, peas, beans, cotton, sunflowers, and beets, or else a wide varietyof different vegetable seed. The seed dressing formulations usable inaccordance with the invention, or the dilute preparations thereof, canalso be used to dress seed of transgenic plants. In this case,additional synergistic effects may also occur in interaction with thesubstances formed by expression.

For treatment of seed with the seed dressing formulations usable inaccordance with the invention, or the preparations prepared therefrom byadding water, all mixing units usable customarily for the seed dressingare useful. Specifically, the procedure in the seed dressing is to placethe seed into a mixer, to add the particular desired amount of seeddressing formulations, either as such or after prior dilution withwater, and to mix everything until the formulation is distributedhomogeneously on the seed. If appropriate, this is followed by a dryingoperation.

The application rate of the seed dressing formulations usable inaccordance with the invention can be varied within a relatively widerange. It is guided by the particular content of the active ingredientsin the formulations and by the seed. The application rates of activeingredient combination are generally between 0.001 and 50 g per kilogramof seed, preferably between 0.01 and 15 g per kilogram of seed.

In addition, the inventive compounds of the formula (I) also have verygood antimycotic effects. They have a very broad antimycotic activityspectrum, especially against dermatophytes and yeasts, moulds anddiphasic fungi, (for example against Candida species, such as Candidaalbicans, Candida glabrata), and Epidermophyton floccosum, Aspergillusspecies, such as Aspergillus niger and Aspergillus fumigatus,Trichophyton species, such as Trichophyton mentagrophytes, Microsporonspecies such as Microsporon canis and audouinii. The list of these fungiby no means constitutes a restriction of the mycotic spectrum covered,and is merely of illustrative character.

The inventive active ingredients of the formula (I) can therefore beused both in medical and in non-medical applications.

The active ingredients can be used as such, in the form of theirformulations or the use forms prepared therefrom, such as ready-to-usesolutions, suspensions, wettable powders, pastes, soluble powders, dustsand granules. Application is accomplished in a customary manner, forexample by watering, spraying, atomizing, broadcasting, dusting,foaming, spreading, etc. It is also possible to apply the activeingredients by the ultra-low volume method, or to inject the activeingredient preparation or the active ingredient itself into the soil. Itis also possible to treat the seed of the plants.

When using the inventive active ingredients as fungicides, theapplication rates can be varied within a relatively wide range,depending on the kind of application. The application rate of theinventive active ingredients is

-   -   in the case of treatment of plant parts, for example leaves:        from 0.1 to 10 000 g/ha, preferably from 10 to 1000 g/ha, more        preferably from 50 to 300 g/ha (in the case of application by        watering or dripping, it is even possible to reduce the        application rate, especially when inert substrates such as        rockwool or perlite are used);    -   in the case of seed treatment: from 2 to 200 g per 100 kg of        seed, preferably from 3 to 150 g per 100 kg of seed, more        preferably from 2.5 to 25 g per 100 kg of seed, even more        preferably from 2.5 to 12.5 g per 100 kg of seed;    -   in the case of soil treatment: from 0.1 to 10 000 g/ha,        preferably from 1 to 5000 g/ha.

These application rates are merely by way of example and are notlimiting for the purposes of the invention.

The inventive active ingredients are used in the veterinary sector andin animal husbandry in a known manner by enteral administration in theform of, for example, tablets, capsules, potions, drenches, granules,pastes, boluses, the feed-through process, in the form of suppositories,by parenteral administration, such as, for example, by injection(intramuscular, subcutaneous, intravenous, intraperitoneal and thelike), implants, by nasal administration, by dermal use in the form, forexample, of dipping or bathing, spraying, pouring on and spotting on,washing and powdering, and also with the aid of moulded articlescontaining the active ingredient, such as collars, ear marks, tailmarks, limb bands, halters, marking devices and the like.

When used for livestock, poultry, domestic animals and the like, theactive ingredients of the formula (I) can be used as formulations (forexample powders, emulsions, flowables) comprising the active ingredientsin an amount of 1 to 80% by weight, either directly or after 100 to 10000-fold dilution, or they may be used as a chemical bath.

The ready-to-use compositions may optionally also comprise otherinsecticides, and optionally also one or more fungicides.

With respect to possible additional mixing partners, reference is madeto the insecticides and fungicides mentioned above.

At the same time, the inventive compounds can be employed for protectionof objects which come into contact with saltwater or brackish water,especially hulls, screens, nets, buildings, moorings and signallingsystems, against fouling.

In addition, the inventive compounds can be used as anti-foulingcompositions, alone or in combinations with other active ingredients.

The inventive treatment method can be used for the treatment ofgenetically modified organisms (GMOs), for example plants or seeds.Genetically modified plants (or transgenic plants) are plants in which aheterologous gene has been integrated stably into the genome. Theexpression “heterologous gene” essentially means a gene which isprovided or assembled outside the plant and, when introduced into thenuclear, chloroplastic or hypochondrial genome gives the transformedplant new or improved agronomic or other properties by expressing aprotein or polypeptide of interest or by downregulating or silencingother gene(s) which are present in the plant (using for exampleantisense technology, cosuppression technology or RNAi technology [RNAinterference]). A heterologous gene present in the genome is also calleda transgene. A transgene that is defined by its specific presence in theplant genome is called a transformation or transgenic event.

Depending on the plant species or plant varieties, their location andgrowth conditions (soils, climate, vegetation period, diet), thetreatment according to the invention may also result in superadditive(“synergistic”) effects. For example, the following effects exceedingthe effects actually to be expected are possible: reduced applicationrates and/or a widening of the activity spectrum and/or an increase inthe activity of the active ingredients and compositions which can beused according to the invention, better plant growth, increasedtolerance to high or low temperatures, increased tolerance to drought orto water or soil salt content, increased flowering performance, easierharvesting, accelerated maturation, higher harvest yields, biggerfruits, larger plant height, greener leaf colour, earlier flowering,higher quality and/or a higher nutritional value of the harvestedproducts, higher sugar concentration within the fruits, better storagestability and/or processibility of the harvested products.

At certain application rates, the inventive active ingredientcombinations may also have a fortifying effect on plants. They aretherefore suitable for mobilizing the defense system of the plantagainst attack by unwanted phytopathogenic fungi and/or microorganismsand/or viruses. This may be one of the reasons for the enhanced activityof the inventive combinations, for example against fungi.Plant-fortifying (resistance-inducing) substances shall be understood tomean, in the present context, also those substances or combinations ofsubstances which are capable of stimulating the defence system of plantsin such a way that, when subsequently inoculated with unwantedphytopathogenic fungi and/or microorganisms and/or viruses, the plantstreated display a substantial degree of resistance to these unwantedphytopathogenic fungi and/or microorganisms and/or viruses. In thepresent case, unwanted phytopathogenic fungi and/or microorganismsand/or viruses are understood to mean phytopathogenic fungi, bacteriaand viruses. The inventive substances can therefore be employed forprotection of plants from attack by the pathogens mentioned within acertain period of time after the treatment. The period within whichprotection is achieved generally extends for from 1 to 10 days,preferably 1 to 7 days, after the treatment of the plants with theactive ingredients.

Plants and plant varieties which are preferably treated in accordancewith the invention include all plants which have genetic material whichimparts particularly advantageous, useful traits to these plants(whether obtained by breeding and/or biotechnological means).

Plants and plant varieties which are also preferably treated inaccordance with the invention are resistant against one or more bioticstress factors, i.e. said plants have a better defence against animaland microbial pests, such as against nematodes, insects, mites,phytopathogenic fungi, bacteria, viruses and/or viroids.

Plants and plant varieties which can likewise be treated in accordancewith the invention are those plants which are resistant to one or moreabiotic stress factors. The abiotic stress conditions may include, forexample, drought, cold and hot conditions, osmotic stress, waterlogging,elevated soil salinity, elevated exposure to minerals, ozone conditions,strong light conditions, limited availability of nitrogen nutrients,limited availability of phosphorus nutrients or avoidance of shade.

Plants and plant varieties which can likewise be treated in accordancewith the invention are those plants which are characterized by enhancedyield characteristics. Enhanced yield in these plants may be the resultof, for example, improved plant physiology, improved plant growth anddevelopment, such as water use efficiency, water retention efficiency,improved nitrogen use, enhanced carbon assimilation, improvedphotosynthesis, increased germination efficiency and acceleratedmaturation. Yield can also be affected by improved plant architecture(under stress and non-stress conditions), including early flowering,flowering control for hybrid seed production, seedling vigour, plantsize, internode number and distance, root growth, seed size, fruit size,pod size, pod or ear number, seed number per pod or ear, seed mass,enhanced seed filling, reduced seed dispersal, reduced pod dehiscenceand lodging resistance. Further yield traits include seed composition,such as carbohydrate content, protein content, oil content andcomposition, nutritional value, reduction in anti-nutritional compounds,improved processibility and better storage stability.

Plants that may be treated according to the invention are hybrid plantsthat already express the characteristics of heterosis, or hybrid effect,which results in generally higher yield, vigour, health and resistancetowards biotic and abiotic stress factors. Such plants are typicallymade by crossing an inbred male-sterile parent line (the female parent)with another inbred male-fertile parent line (the male parent). Thehybrid seed is typically harvested from the male-sterile plants and soldto growers. Male-sterile plants can sometimes (e.g. in maize) beproduced by detasseling (i.e. the mechanical removal of the malereproductive organs or male flowers) but, more typically, male sterilityis the result of genetic determinants in the plant genome. In that case,and especially when seed is the desired product to be harvested from thehybrid plants, it is typically useful to ensure that male fertility inhybrid plants, which contain the genetic determinants responsible formale sterility, is fully restored. This can be accomplished by ensuringthat the male parents have appropriate fertility restorer genes whichare capable of restoring the male fertility in hybrid plants thatcontain the genetic determinants responsible for male sterility. Geneticdeterminants for male sterility may be located in the cytoplasm.Examples of cytoplasmic male sterility (CMS) were for instance describedfor Brassica species. However, genetic determinants for male sterilitycan also be located in the nuclear genome. Male-sterile plants can alsobe obtained by plant biotechnology methods such as genetic engineering.A particularly useful means of obtaining male-sterile plants isdescribed in WO 89/10396, in which, for example, a ribonuclease such asa barnase is selectively expressed in the tapetum cells in the stamens.Fertility can then be restored by expression in the tapetum cells of aribonuclease inhibitor such as barstar.

Plants or plant cultivars (obtained by plant biotechnology methods suchas genetic engineering) which can likewise be treated in accordance withthe invention are herbicide-tolerant plants, i.e. plants which have beenmade tolerant to one or more given herbicides. Such plants can beobtained either by genetic transformation, or by selection of plantscontaining a mutation imparting such herbicide tolerance.

Herbicide-tolerant plants are, for example, glyphosate-tolerant plants,i.e. plants which have been made tolerant to the herbicide glyphosate orsalts thereof. For example, glyphosate-tolerant plants can be obtainedby transforming the plant with a gene which encodes the enzyme5-enolpyruvylshikimate-3-phosphate synthase (EPSPS). Examples of suchEPSPS genes are the AroA gene (mutant CT7) of the bacterium Salmonellatyphimurium, the CP4 gene of the bacterium Agrobacterium sp., the genesencoding a petunia EPSPS, a tomato EPSPS, or an Eleusine EPSPS. It canalso be a mutated EPSPS. Glyphosate-tolerant plants can also be obtainedby expressing a gene that encodes a glyphosate oxidoreductase enzyme.Glyphosate-tolerant plants can also be obtained by expressing a genethat encodes a glyphosate acetyl transferase enzyme. Glyphosate-tolerantplants can also be obtained by selecting plants whichnaturally-occurring mutations of the above-mentioned genes.

Other herbicide-resistant plants are for example plants that have beenmade tolerant to herbicides inhibiting the enzyme glutamine synthase,such as bialaphos, phosphinothricin or glufosinate. Such plants can beobtained by expressing an enzyme detoxifying the herbicide or a mutantglutamine synthase enzyme that is resistant to inhibition. One suchefficient detoxifying enzyme is, for example, an enzyme encoding aphosphinothricin acetyltransferase (such as the bar or pat protein fromStreptomyces species). Plants expressing an exogenous phosphinothricinacetyltransferase have been described.

Further herbicide-tolerant plants are also plants that have been madetolerant to the herbicides inhibiting the enzymehydroxyphenylpyruvatedioxygenase (HPPD).Hydroxyphenylpyruvatedioxygenases are enzymes that catalyze the reactionin which para-hydroxyphenylpyruvate (HPP) is converted to homogentisate.Plants tolerant to HPPD inhibitors can be transformed with a geneencoding a naturally occurring resistant HPPD enzyme, or a gene encodinga mutated HPPD enzyme. Tolerance to HPPD inhibitors can also be obtainedby transforming plants with genes encoding certain enzymes enabling theformation of homogentisate despite the inhibition of the native HPPDenzyme by the HPPD inhibitor. Tolerance of plants to HPPD inhibitors canalso be improved by transforming plants with a gene encoding an enzymeprephenate dehydrogenase in addition to a gene encoding an HPPD-tolerantenzyme.

Further herbicide-resistant plants are plants that have been madetolerant to acetolactate synthase (ALS) inhibitors. The known ALSinhibitors include, for example, sulphonylurea, imidazolinone,triazolopyrimidines, pyrimidinyl oxy(thio)benzoates and/orsulphonylaminocarbonyltriazolinone herbicides. Different mutations inthe ALS enzyme (also known as acetohydroxy acid synthase, AHAS) areknown to confer tolerance to different herbicides and groups ofherbicides. The production of sulphonylurea-tolerant plants andimidazolinone-tolerant plants has been described in the internationalpublication WO 1996/033270. Further sulphonylurea- andimidazolinone-tolerant plants have also been described, for example inWO 2007/024782.

Other plants tolerant to imidazolinone and/or sulphonylurea can beobtained by induced mutagenesis, by selection in cell cultures in thepresence of the herbicide or by mutation breeding.

Plants or plant cultivars (obtained by plant biotechnology methods suchas genetic engineering) which may also be treated according to theinvention are insect-resistant transgenic plants, i.e. plants maderesistant to attack by certain target insects. Such plants can beobtained by genetic transformation, or by selection of plants containinga mutation which imparts such insect resistance.

In the present context, the term “insect-resistant transgenic plant”includes any plant containing at least one transgene comprising a codingsequence which encodes the following:

-   1) an insecticidal crystal protein from Bacillus thuringiensis or an    insecticidal portion thereof, such as the insecticidal crystal    proteins listed online at:    http://www.lifesci.sussex.ac.uk/Home/Neil_Crickmore/Bt/, or    insecticidal portions thereof, for example proteins of the Cry    protein classes Cry1Ab, Cry1Ac, Cry1F, Cry2Ab, Cry3Ae or Cry3Bb or    insecticidal portions thereof; or-   2) a crystal protein from Bacillus thuringiensis or a portion    thereof which is insecticidal in the presence of a second other    crystal protein as Bacillus thuringiensis or a portion thereof, such    as the binary toxin made up of the Cy34 and Cy35 crystal proteins;    or-   3) a hybrid insecticidal protein comprising parts of two different    insecticidal crystal proteins from Bacillus thuringiensis, such as a    hybrid of the proteins of 1) above or a hybrid of the proteins of 2)    above, for example the Cry1A.105 protein produced by maize event    MON98034 (WO 2007/027777); or-   4) a protein of any one of points 1) to 3) above wherein some,    particularly 1 to 10, amino acids have been replaced by another    amino acid to obtain a higher insecticidal activity to a target    insect species, and/or to expand the range of target insect species    affected, and/or because of changes induced in the encoding DNA    during cloning or transformation, such as the Cry3Bb1 protein in    maize events MON863 or MON88017, or the Cry3A protein in maize event    MIR604; or-   5) an insecticidal secreted protein from Bacillus thuringiensis or    Bacillus cereus, or an insecticidal portion thereof, such as the    vegetative insecticidal proteins (VIP) listed at:    http://www.lifesci.sussex.ac.uk/home/Neil_Crickmore/Bt/vip.html, for    example proteins from the VIP3Aa protein class; or-   6) a secreted protein from Bacillus thuringiensis or Bacillus cereus    which is insecticidal in the presence of a second secreted protein    from Bacillus thuringiensis or B. cereus, such as the binary toxin    made up of the VIP 1A and VIP2A proteins;-   7) a hybrid insecticidal protein comprising parts from different    secreted proteins from Bacillus thuringiensis or Bacillus cereus,    such as a hybrid of the proteins in 1) above or a hybrid of the    proteins in 2) above; or-   8) a protein of any one of points 1) to 3) above wherein some,    particularly 1 to 10, amino acids have been replaced by another    amino acid to obtain a higher insecticidal activity to a target    insect species, and/or to expand the range of target insect species    affected, and/or because of changes induced in the encoding DNA    during cloning or transformation (while still encoding an    insecticidal protein), such as the VIP3Aa protein in cotton event    COT102.

Of course, insect-resistant transgenic plants, as used herein, alsoinclude any plant comprising a combination of genes encoding theproteins of any one of the abovementioned classes 1 to 8. In oneembodiment, an insect-resistant plant contains more than one transgeneencoding a protein of any one of the abovementioned classes 1 to 8, toexpand the range of target insect species affected or to delay insectresistance development to the plants, by using different proteinsinsecticidal to the same target insect species but having a differentmode of action, such as binding to different receptor binding sites inthe insect.

Plants or plant cultivars (obtained by plant biotechnology methods suchas genetic engineering) which may also be treated according to theinvention are tolerant to abiotic stress factors. Such plants can beobtained by genetic transformation, or by selection of plants containinga mutation imparting such stress resistance. Particularly usefulstress-tolerant plants include the following:

-   a. plants which contain a transgene capable of reducing the    expression and/or the activity of the poly(ADP-ribose)polymerase    (PARP) gene in the plant cells or plants;-   b. plants which contain a stress tolerance-enhancing transgene    capable of reducing the expression and/or the activity of the    PARG-encoding genes of the plants or plant cells;-   c. plants which contain a stress tolerance-enhancing transgene    coding for a plant-functional enzyme of the nicotinamide adenine    dinucleotide salvage biosynthesis pathway, including nicotinamidase,    nicotinate phosphoribosyltransferase, nicotinic acid mononucleotide    adenyltransferase, nicotinamide adenine dinucleotide synthetase or    nicotinamide phosphoribosyltransferase.

Plants or plant cultivars (obtained by plant biotechnology methods suchas genetic engineering) which may also be treated according to theinvention show altered quantity, quality and/or storage stability of theharvested product and/or altered properties of specific ingredients ofthe harvested product such as:

-   1) Transgenic plants which synthesize a modified starch which is    altered with respect to its chemophysical traits, in particular the    amylose content or the amylose/amylopectin ratio, the degree of    branching, the average chain length, the distribution of the side    chains, the viscosity behaviour, the gel resistance, the grain size    and/or grain morphology of the starch in comparison to the    synthesized starch in wild-type plant cells or plants, such that    this modified starch is better suited for certain applications.-   2) Transgenic plants which synthesize non-starch carbohydrate    polymers or which synthesize non-starch carbohydrate polymers with    altered properties in comparison to wild-type plants without genetic    modification. Examples are plants which produce polyfructose,    especially of the inulin and levan type, plants which produce    alpha-1,4-glucans, plants which produce alpha-1,6-branched    alpha-1,4-glucans, and plants producing alternan.-   3) Transgenic plants which produce hyaluronan.

Plants or plant cultivars (obtained by plant biotechnology methods suchas genetic engineering) which may also be treated according to theinvention are plants, such as cotton plants, with altered fibrecharacteristics. Such plants can be obtained by genetic transformation,or by selection of plants containing a mutation imparting such alteredfibre characteristics and include:

-   a) plants, such as cotton plants, which contain an altered form of    cellulose synthase genes;-   b) plants, such as cotton plants, which contain an altered form of    rsw2 or rsw3 homologous nucleic acids;-   c) plants, such as cotton plants, with an increased expression of    sucrose phosphate synthase;-   d) plants, such as cotton plants, with an increased expression of    sucrose synthase;-   e) plants, such as cotton plants, wherein the timing of the    plasmodesmatal gating at the basis of the fibre cell is altered, for    example through downregulation of fibre-selective β-1,3-glucanase;-   f) plants, such as cotton plants, which have fibres with altered    reactivity, for example through the expression of the    N-acetylglucosaminetransferase gene including nodC and chitin    synthase genes.

Plants or plant cultivars (obtained by plant biotechnology methods suchas genetic engineering) which may also be treated according to theinvention are plants, such as oilseed rape or related Brassica plants,with altered oil profile characteristics. Such plants can be obtained bygenetic transformation, or by selection of plants containing a mutationimparting such altered oil characteristics and include:

a) plants, such as oilseed rape plants, which produce oil having a higholeic acid content;

b) plants, such as oilseed rape plants, which produce oil having a lowlinolenic acid content;

c) plants, such as oilseed rape plants, which produce oil having a lowlevel of saturated fatty acids.

Particularly useful transgenic plants which may be treated according tothe invention are plants which comprise one or more genes which encodeone or more toxins and the transgenic plants which are sold under thefollowing trade names: YIELD GARD® (for example maize, cotton,soybeans), KnockOut® (for example maize), BiteGard® (for example maize),BT-Xtra® (for example maize), StarLink® (for example maize), Bollgard®(cotton), Nucotn® (cotton), Nucotn 33B® (cotton), NatureGard® (forexample maize), Protecta® and NewLeaf® (potato). Examples ofherbicide-tolerant plants which should be mentioned are maize varieties,cotton varieties and soybean varieties which are available under thefollowing trade names: Roundup Ready® (tolerance to glyphosate, forexample maize, cotton, soybeans), Liberty Link® (tolerance tophosphinothricin, for example oilseed rape), IMI® (tolerance toimidazolinone) and SCS® (tolerance to sulphonylurea), for example maize.Herbicide-resistant plants (plants bred in a conventional manner forherbicide tolerance) which should be mentioned include the varietiessold under the Clearfield® name (for example maize).

Particularly useful transgenic plants which may be treated according tothe invention are plants containing transformation events, or acombination of transformation events, and that are listed for example inthe databases for various national or regional regulatory agencies (seefor example http://gmoinfo.jrc.it/gmp_browse.aspx andhttp://www.agbios.com/dbase.php).

The plants listed can be treated in accordance with the invention in aparticularly advantageous manner with the compounds of the generalformula (I) and/or the active ingredient mixtures according to theinvention. The preferred ranges stated above for the active ingredientsor mixtures also apply to the treatment of these plants. Particularemphasis is given to the treatment of plants with the compounds ormixtures specifically mentioned in the present text.

The inventive active ingredients or compositions can thus be used toprotect plants from attack by the pathogens mentioned for a certainperiod of time after treatment. The period for which protection isprovided extends generally for 1 to 28 days, preferably for 1 to 14days, more preferably for 1 to 10 days, most preferably for 1 to 7 days,after the treatment of the plants with the active ingredients, or for upto 200 days after a seed treatment.

The preparation and the use of the inventive active ingredients of theformula (I) is illustrated by the examples which follow. However, theinvention is not limited to these examples.

General notes: Unless stated otherwise, all chromatographic purificationand separation steps are carried out on silica gel and using a solventgradient from 0:100 ethyl acetate/cyclohexane to 100:0 ethylacetate/cyclohexane.

Preparation of Compounds of the Formula (I-1) Step 1 tert-Butyl4-{4-[5-(2-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl]piperidine-1-carboxylate

To a solution of tert-butyl4-{4-[(hydroxyimino)methyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate(3.46 g) and 2-vinylphenol (1.60 g) in ethyl acetate (50 ml) were added,at room temperature, potassium hydrogencarbonate (5.55 g) andN-chlorosuccinimide (1.78 g), and then one drop of water. After stirringat 60° C. overnight, ethyl acetate and water were added to the reactionmixture, which was extracted with ethyl acetate. The organic extractswere dried over sodium sulphate and concentrated under reduced pressure.The residue was purified by chromatography. This gave tert-butyl4-{4-[5-(2-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidine-1-carboxylate(1.70 g)

Step 24-{4-[5-(2-Hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidiniumchloride

To a solution of tert-butyl4-{4-[5-(2-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidine-1-carboxylate(1.70 g) in dichloromethane was added dropwise, at 0° C., a 4 molarsolution of hydrogen chloride (4.0 eq.) in 1,4-dioxane. The reactionmixture was stirred at 0° C. and then gradually warmed to roomtemperature. After stirring overnight, the solvent and excess hydrogenchloride were removed. This gave4-{4-[5-(2-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidiniumchloride (1.45 g).

Step 32-[3,5-Bis(difluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[5-(2-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)ethanone

To a solution of [3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetic acid(982 mg) in dichloromethane (10 ml) are added, at 0° C., oxalyl chloride(1.50 g) and one drop of N,N-dimethylformamide. The reaction mixture isstirred at room temperature for 60 minutes. The solvent and the excessreagent are removed under reduced pressure. The solid residue isdissolved again in dichloromethane and added dropwise at 0° C. to asolution of4-{4-[5-(2-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidiniumchloride (1.45 g) and triethylamine (5.5 ml) in dichloromethane (14 ml).The reaction mixture is stirred at room temperature for 3 h. Thenconcentrated sodium hydrogencarbonate solution is added thereto, and theaqueous phase is removed and extracted with ethyl acetate. The combinedorganic phases are dried over sodium sulphate and concentrated.Purification by column chromatography gives2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[5-(2-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)ethanone(900 mg).

Step 42-[3,5-Bis(difluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[5-(2-{[3-(trimethylsilyl)prop-2-yn-1-yl]oxy}phenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)ethanone(I-1)

To a solution of2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[5-(2-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl]piperidin-1-yl)ethanone(150 mg) and potassium carbonate (43 mg) in DMF (8 ml) are added, atroom temperature, potassium iodide (19 mg) and(3-bromoprop-1-yn-1-yl)(trimethyl)silane (64 mg). The reaction mixtureis stirred at 80° C. for 9 h. Then dilute hydrochloric acid is added tothe mixture, which is extracted with ethyl acetate. The combined organicphases are dried over sodium sulphate and concentrated. Purification bycolumn chromatography gives2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[5-(2-{[3-(trimethylsilyl)prop-2-yn-1-yl]oxy}phenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)ethanone(8 mg).

Preparation of Compounds of the Formula (I-2) Step 12-[3,5-Bis(difluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[5-(2-{[3-(1-naphthyl)prop-2-yn-1-yl]oxy}phenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)ethanone(I-2)

To a solution of2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[5-(2-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)ethanone(150 mg) and potassium carbonate (43 mg) in DMF (8 ml) are added, atroom temperature, potassium iodide (19 mg) and2-(3-bromoprop-1-yn-1-yl)naphthalene (82 mg). The reaction mixture isstirred at 80° C. for 9 h. Then dilute hydrochloric acid is added to themixture, which is extracted with ethyl acetate. The combined organicphases are dried over sodium sulphate and concentrated. Purification bycolumn chromatography gives2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[5-(2-{[3-(1-napthyl)prop-2-yn-1-yl]oxy}phenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)ethanone(25 mg).

Preparation of Compounds of the Formula (I-17) Step 12-(1-{[3,5-Bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazole-4-carbaldehyde

To a solution of [3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetic acid(4.18 g) in dichloromethane (28 ml) are added, at 0° C., oxalyl chloride(6.40 g) and one drop of N,N-dimethylformamide. The reaction mixture isstirred at room temperature for 60 minutes. The solvent and the excessreagent are removed under reduced pressure. The solid residue isdissolved again in dichloromethane and added dropwise at 0° C. to asolution of 4-(4-formyl-1,3-thiazol-2-yl)piperidinium chloride (3.91 g)and triethylamine (9.9 ml) in dichloromethane (14 ml). The reactionmixture is stirred at room temperature overnight. Then water is addedthereto, and the aqueous phase is removed and extracted with ethylacetate. The combined organic phases are dried over sodium sulphate andconcentrated. Purification by column chromatography gives2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-O-1,3-thiazole-4-carbaldehyde(2.00 g).

Step 22-(1-{[3,5-Bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazole-4-carbaldehydeoxime

To a solution of2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazole-4-carbaldehyde(2.00 g) in ethanol (33 ml) was added dropwise hydroxylamine (50% inwater, 0.36 ml) at room temperature. The reaction mixture was stirred atroom temperature for 24 hours, then the solvent was removed underreduced pressure. This gave2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazole-4-carbaldehydeoxime (2.00 g).

Step 3 tert-Butyl(4-[3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl]phenyl)carbamate(I-17)

To a solution of2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazole-4-carbaldehydeoxime (1.50 g) and tert-butyl (4-vinylphenyl)carbamate (0.94 g) in ethylacetate (140 ml) were added, at room temperature, potassiumhydrogencarbonate (1.79 g) and N-chlorosuccinimide (0.50 g), and thenone drop of water. After the reaction mixture had been stirred at 60° C.for 3 h, ethyl acetate and water were added, and the mixture wasextracted with ethyl acetate. The organic extracts were dried oversodium sulphate and concentrated under reduced pressure. The residue waspurified by chromatography. This gave tert-butyl(4-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-O-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}phenyl)carbamate(0.90 g).

Preparation of Compounds of the Formula (I-40) Step 1 tert-Butyl4-[4-[5-(2-acetylphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl]piperidine-1-carboxylate(XVII-1)

To a solution of tert-butyl4-{4-[(Z/E)-(hydroxyimino)methyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate(4.5 g) and 1-(2-vinylphenyl)ethanone (2.32 g) in ethyl acetate (70 ml)were added, at room temperature, potassium hydrogencarbonate (7.23 g)and N-chlorosuccinimide (2.31 g) and then three drops of water. Thereaction mixture was stirred at 60° C. for 3 hours, then ethyl acetateand water, and the mixture was extracted with ethyl acetate. The organicextracts were dried over sodium sulphate and concentrated under reducedpressure. The residue was purified by chromatography. This gavetert-butyl4-{4-[5-(2-acetylphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidine-1-carboxylate(4.64 g).

Step 21-(2-[3-[2-(Piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl]phenyl)ethanonehydrochloride (XIII-1)

To a solution of tert-butyl4-{4-[5-(2-acetylphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidine-1-carboxylate(500 mg) in 1,4-dioxane (5 ml) was added dropwise, at 0° C., a 4 molarsolution of hydrogen chloride in 1,4-dioxane (4.2 ml). The reactionmixture was stirred at 0° C. and then gradually warmed to roomtemperature. After stirring overnight, the solvent and excess hydrogenchloride were removed. This gave1-(2-{3-[2-(piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}phenyl)ethanonehydrochloride (430 mg).

Step 31-(4-[4-[5-(2-Acetylphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl]piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone

Solution A: To a solution of[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetic acid (0.7 g) indichloromethane (20 ml) at room temperature were added one drop ofN,N-dimethylformamide and, dropwise, oxalyl chloride (0.8 ml). Afterstirring at room temperature for 2 hours, the solvent was removed andthe residue was dissolved again in dichloromethane (10 ml) (solution A).

To a solution of1-(2-{3-[2-(piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}phenyl)ethanonehydrochloride (1.20 g) in dichloromethane (20 ml) was added, at roomtemperature, diisopropylethylamine (1.60 ml). After 15 minutes, solutionA was added dropwise. After stirring at room temperature overnight,water was added to the reaction mixture, which was extracted with ethylacetate. The organic extracts were dried over sodium sulphate andconcentrated under reduced pressure. The residue was purified bychromatography. This gave1-(4-{4-[5-(2-acetylphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-O-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone(1.04 g).

Step 41-[4-(4-[5-[2-(N-Hydroxyethanimidoyl)phenyl]-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl)piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone(I-40)

To a solution of1-(4-{4-[5-(2-acetylphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-O-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone(150 mg) in ethanol (5 ml) was added dropwise hydroxylamine (50% inwater, 4 eq.) at room temperature. After stirring at room temperatureovernight, water was added to the reaction mixture, which was extractedwith ethyl acetate. The organic extracts were dried over sodium sulphateand concentrated under reduced pressure. The residue was purified bychromatography. This gave1-[4-(4-{5-[2-(N-hydroxyethanimidoyl)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone(33 mg).

Preparation of Compounds of the Formula (I-41) Step 1 tert-Butyl4-{4-[5-(2-formylphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidine-1-carboxylate(XVII-2)

tert-Butyl4-{4-[(Z/E)-(hydroxyimino)methyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate(5.6 g) and 2-vinylbenzaldehyde (2.61 g) were reacted analogously to1-40 (step 1). This gave tert-butyl4-{4-[5-(2-formylphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidine-1-carboxylate(5.69 g).

Step 22-[3-[2-(Piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl]benzaldehydehydrochloride (XIII-2)

tert-Butyl4-{4-[5-(2-formylphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidine-1-carboxylate(5.1 g) was reacted analogously to 1-40 (step 2). This gave2-{3-[2-(piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}benzaldehydehydrochloride (4.35 g).

Step 3N-(5-Chloro-2-methylphenyl)-4-{4-[5-(2-formylphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidine-1-carboxamide

To a suspension of2-{3-[2-(piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}benzaldehydehydrochloride (1.43 g) in dichloromethane (30 ml) anddiisopropylethylamine (0.73 ml) were added, at room temperature,4-chloro-2-isocyanato-1-methylbenzene (700 mg) and one drop of1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). The mixture was stirred atroom temperature overnight, and water was then added. The aqueous phasewas removed and extracted with ethyl acetate. The combined organicphases were dried over sodium sulphate and concentrated under reducedpressure. The residue was purified by chromatography. This gaveN-(5-chloro-2-methylphenyl)-4-{4-[5-(2-formylphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidine-1-carboxamide(1.23 g).

Step 4N-(5-Chloro-2-methylphenyl)-4-[4-(5-{2-[(methoxyimino)methyl]phenyl}-4,5-dihydro-1,2-oxazol-3-yl)-1,3-thiazol-2-yl]piperidine-1-carboxamide(I-41)

N-(5-Chloro-2-methylphenyl)-4-{4-[5-(2-formylphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidine-1-carboxamide(150 mg) and O-methylhydroxylamine hydrochloride (26 mg) were reactedanalogously to I-40 (step 4). This gaveN-(5-chloro-2-methylphenyl)-4-[4-(5-{2-[(methoxyimino)methyl]phenyl}-4,5-dihydro-1,2-oxazol-3-yl)-1,3-thiazol-2-yl]piperidine-1-carboxamide(175 mg).

Preparation of Compounds of the Formula (I-26) Step 12-{3-[2-(1-{[3,5-Bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}benzaldehyde

4-{4-[5-(2-Formylphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidiniumchloride (433 mg) and [3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]aceticacid (285 mg) were reacted analogously to I-40 (step 3). This gave2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-O-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}benzaldehyde(330 mg).

Step 22-{3-[2-(1-{[3,5-Bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}benzaldehydeO-methyloxime (I-26)

2-{3-[2-(1-{[3,5-Bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-O-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}benzaldehyde(150 mg) and O-methylhydroxylamine (24 mg) were reacted analogously toI-40 (step 4). This gave2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-O-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}benzaldehydeO-methyloxime (169 mg).

EXAMPLES

The structural elements G¹, Q¹¹-1 and Q²⁴-3 listed in Table 1 aredefined as follows:

Ex. A L¹ Y X G R^(G1) Q R⁵ R¹ log P I-13,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H2-{[3-(trimethylsilyl)prop-2-yn-1- 4.58^([b]); yl]oxy}phenyl 4.71^([c])I-2 3,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H2-{[3-(naphthalen-1-yl)prop-2-yn-1- 4.68^([b]); yl]oxy}phenyl 4.81^([c])I-3 5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H3-[N-methoxyethanimidoyl]phenyl 3.7^([a]) I-43,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H2-[(hydroxyimino)methyl]phenyl 2.77^([a]) I-53,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H3-[N-ethoxyethanimidoyl]phenyl 3.92^([a]) I-63,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H3-{[(propan-2-yloxy)imino]methyl}phenyl 4.06^([a]) I-75-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H3-[N-hydroxyethanimidoyl]phenyl 2.8^([a]) I-85-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H3-{[(propan-2-yloxy)imino]methyl}phenyl 4.15^([a]) I-95-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H3-[N-(propan-2-yloxy)ethanimidoyl]phenyl 4.46^([a]) I-105-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H3-[(hydroxyimino)methyl]phenyl 2.63^([a]) I-115-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H3-[(ethoxyimino)methyl]phenyl 3.8^([a]) I-12 5-chloro-2-methylphenyl NHO CH G¹ H Q²⁴-3 H 3-[(ethoxyimino)methyl]phenyl 4.06^([a]) I-135-chloro-2-methylphenyl NH O CH G¹ H Q²⁴-3 H3-{[(Propan-2-yloxy)imino]methyl}phenyl 4.4^([a]) I-145-chloro-2-methylphenyl NH O CH G¹ H Q²⁴-3 H3-[(hydroxyimino)methyl]phenyl 2.79^([a]) I-155-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H3-[(methoxyimino)methyl]phenyl 3.45^([a]) I-163,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H3-[(methoxyimino)methyl]phenyl 3.38^([a]) I-173,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H4-[(tert-butoxycarbonyl)amino]phenyl 3.46^([b]); 3.45^([c]) I-183,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H3-[N-hydroxyethanimidoyl]phenyl 2.71^([a]) I-19 5-chloro-2-methylphenylNH O CH G¹ H Q²⁴-3 H 3-[(methoxyimino)methyl]phenyl 3.76^([a]) I-203,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H3-[N-(propan-2-yloxy)ethanimidoyl]phenyl 4.32^([a]) I-213,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H3-[N-methoxyethanimidoyl]phenyl 3.55^([a]) I-223,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H3-[(hydroxyimino)methyl]phenyl 2.57^([a]) I-23 5-chloro-2-methylphenylNH O CH G¹ H Q²⁴-3 H 3-[N-methoxyethanimidoyl]phenyl 3.99^([a]) I-243,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H3-[(ethoxyimino)methyl]phenyl 3.71^([a]) I-253,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H4-(Acetylamino)phenyl 2.24^([b]); 2.2^([c]) I-263,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H2-[(methoxyimino)methyl]phenyl 3.59^([a]) I-273,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H2-[(ethoxyimino)methyl]phenyl 3.91^([a]) I-283,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H2-[N-(propan-2-yloxy)ethanimidoyl]phenyl 4.33^([a]) I-295-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H2-[(ethoxyimino)methyl]phenyl 4^([a]) I-305-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H2-[N-(propan-2-yloxy)ethanimidoyl]phenyl 4.44^([a]) I-315-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H2-[N-methoxyethanimidoyl]phenyl 3.73^([a]) I-323,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H2-[N-methoxyethanimidoyl]phenyl 3.64^([a]) I-33 5-chloro-2-methylphenylNH O CH G¹ H Q²⁴-3 H 2-[(ethoxyimino)methyl]phenyl 4.25^([a]) I-345-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H2-[(methoxyimino)methyl]phenyl 3.7^([a]) I-353,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H2-[N-hydroxyethanimidoyl]phenyl 3.01^([a]) I-36 5-chloro-2-methylphenylNH O CH G¹ H Q²⁴-3 H 2-[(hydroxyimino)methyl]phenyl 3.05^([a]) I-375-chloro-2-methylphenyl NH O CH G¹ H Q²⁴-3 H2-{[(propan-2-yloxy)imino]methyl}phenyl 4.67^([a]) I-385-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H2-[(hydroxyimino)methyl]phenyl 2.85^([a]) I-395-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H2-{[(propan-2-yloxy)imino]methyl}phenyl 4.37^([a]) I-405-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H2-[hydroxyethanimidoyl]phenyl 2.92^([a]) I-41 5-chloro-2-methylphenyl NHO CH G¹ H Q²⁴-3 H 2-[(methoxyimino)methyl]phenyl 3.95^([a]) I-423,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H Q²⁴-3 H2-{[(propan-2-yloxy)imino]methyl}phenyl 4.25^([a]) Ex a L¹ Y X G R^(G1)I-43 3,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-443-(difluoromethyl)-5-methyl-1H-pyrazol-1-yl CH₂ O CH G¹ H I-455-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-465-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-475-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-483,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-493-(difluoromethyl)-5-methyl-1H-pyrazol-1-yl CH₂ O CH G¹ H I-503,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-513-(difluoromethyl)-5-methyl-1H-pyrazol-1-yl CH₂ O CH G¹ H I-522,5-dimethylphenyl CH₂ O CH G¹ H I-533,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-545-chloro-2-methylphenyl NH O CH G¹ H I-553,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-563,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-573,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-583,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-593,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-603,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-615-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-625-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-633,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-643,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-653,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-665-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-673,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-683,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-693,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-703,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-713,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-723,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-735-(difluoromethyl)-3-methyl-1H-pyrazol-1-yl CH₂ O CH G¹ H I-742,5-dimethylphenyl NH O CH G¹ H I-753,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-763-(difluoromethyl)-5-methyl-1H-pyrazol-1-yl CH₂ O CH G¹ H I-773,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-785-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-795-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-803,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-813,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-823,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-833,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-843,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-853,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-865-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-873,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-883,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-905-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-913,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-923,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-935-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-943,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-955-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-965-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-975-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-985-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-995-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1003,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1015-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1023,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1035-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1045-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1053,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1063,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1073,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1083,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1095-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1103,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1115-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1123,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1133,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1145-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1153,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1163,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1173,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1185-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1195-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1205-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1213,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1222,5-bis(difluoromethyl)phenyl NH O CH G¹ H I-1232,5-bis(difluoromethyl)phenyl CH₂ O CH G¹ H I-1243,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1255-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1273,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1283,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1293,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1303,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1313,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1323,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1333,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1343,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1353,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ Cl I-1363,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1373,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1383,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1393,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1405-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1413,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1425-methyl-3-(trifluoromethyl-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1435-(difluromethyl)-3-methyl-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1443,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1453,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H I-1463,5-bis(difluoromethyl)-1H-pyrazol-1-yl CH₂ O CH G¹ H The logP valueswere determined in accordance with EEC Directive 79/831 Annex V.A8 byHPLC (High Performance Liquid Chromatography) using reversed-phasecolumns (C 18) by the following methods: ^([a])The LC-MS determinationin the acidic range is effected at pH 2.7 with 0.1% aqueous formic acidand acetonitrile (contains 0.1% formic acid) as eluents; linear gradientfrom 10% acetonitrile to 95% acetonitrile. ^([b])The LC-MS determinationin the neutral range is effected at pH 7.8 using 0.001 molar aqueousammonium hydrogencarbonate solution and acetonitrile as eluents; lineargradient from 10% acetonitrile to 95% acetonitrile The calibration iseffected with unbranched alkan-2-ones (having 3 to 16 carbon atoms) withknown logP values (logP values determined on the basis of the retentiontimes by linear interpolation between two successive alkanones). Thelambda max values were determined in the maxima of the chromatographicsignals using the UV spectra from 200 nm to 400 nm.

NMR Data of Selected Examples

NMR Peak List Method

The 1H NMR data of Examples I-1 to I-146 are noted in the form of ¹H NMRpeak lists. For each signal peak, the δ value in ppm and the signalintensity in brackets are listed:

Ex. I-1 Solvent: DMSO-d₆, Spectrometer: 399.95 MHz

8.005 (13.37); 7.345 (1.55); 7.341 (1.61); 7.323 (7.96); 7.304 (7.53);7.167 (5.14); 7.153 (2.96); 7.148 (3.78); 7.126 (2.78); 7.034 (2.69);7.024 (2.75); 7.017 (6.01); 7.004 (3.48); 6.987 (1.61); 6.897 (4.65);6.881 (2.74); 5.883 (1.89); 5.865 (2.48); 5.856 (2.07); 5.836 (1.89);5.398 (3.89); 5.362 (3.89); 4.88 (16); 4.358 (1.19); 4.324 (1.31); 3.978(1.29); 3.939 (1.24); 3.887 (1.85); 3.859 (2.11); 3.844 (2.68); 3.816(2.21); 3.454 (2.01); 3.439 (2.68); 3.385 (7.91); 3.295 (135); 3.264(12); 3.247 (8.9); 3.228 (7.21); 3.191 (2.87); 3.144 (1.82); 3.131(1.59); 3.113 (1.44); 3.084 (1.25); 2.991 (1.26); 2.859 (1.12); 2.831(1.74); 2.795 (1.4); 2.673 (6.53); 2.669 (8.4); 2.664 (6.37); 2.659(3.12); 2.546 (3.11); 2.539 (8.93); 2.522 (31.18); 2.509 (503.82); 2.504(961.34); 2.5 (1273.83); 2.495 (886.2); 2.491 (426.02); 2.381 (1.77);2.349 (1.44); 2.331 (7.07); 2.326 (9.44); 2.322 (6.76); 2.119 (1.5);2.087 (2.62); 2.077 (1.99); 2.067 (12.61); 1.796 (1.22); 1.777 (1.35);1.568 (1.25); 1.543 (1.5); 1.234 (1.88); 0.889 (1.24); 0.131 (5.23);0.123 (131.29); 0.114 (5.54); 0.007 (3.28); −0.001 (79.32); −0.01 (3.18)

Ex. I-2 Solvent: DMSO-d₆, Spectrometer: 399.95 MHz

8.0349 (2.32); 8.0143 (2.67); 7.9888 (3.94); 7.971 (6.53); 7.9525 (4.1);7.9375 (1.41); 7.9264 (13.19); 7.7492 (0.33); 7.6789 (3.85); 7.6634(4.51); 7.6609 (4.65); 7.6295 (0.5); 7.6132 (0.81); 7.609 (0.75); 7.5927(0.6); 7.577 (1.52); 7.5636 (2.9); 7.5596 (3.1); 7.5452 (5.03); 7.5405(4.82); 7.5251 (3.38); 7.5197 (4.66); 7.5131 (2.25); 7.5083 (2.27);7.5014 (4.06); 7.499 (4.14); 7.4808 (2.9); 7.4754 (1.21); 7.4189 (1.17);7.4025 (2.65); 7.3983 (3.37); 7.3771 (8.65); 7.3738 (8.25); 7.3564(5.54); 7.2978 (2.49); 7.256 (1.35); 7.2402 (0.59); 7.2221 (0.81);7.1646 (5.4); 7.1561 (2.99); 7.1227 (0.71); 7.0961 (1.59); 7.0873(1.71); 7.0708 (2.01); 7.051 (3.31); 7.0313 (4.39); 7.02 (6.42); 6.9518(0.82); 6.8976 (5.36); 6.8842 (3.17); 5.9693 (2.15); 5.9509 (2.49);5.9414 (2.54); 5.9235 (2.42); 5.9057 (1.28); 5.899 (1.5); 5.872 (0.32);5.8269 (1.37); 5.8208 (1.25); 5.746 (9.66); 5.4515 (0.34); 5.4366(0.91); 5.422 (0.9); 5.3835 (4); 5.3501 (4.08); 5.3315 (0.74); 5.3058(16); 4.4691 (1.25); 4.4538 (1.26); 4.3174 (1.33); 4.2876 (1.31); 4.0393(0.52); 4.0213 (0.5); 3.9344 (3.2); 3.9065 (3.57); 3.8918 (3.44); 3.8639(2.32); 3.3683 (5.86); 3.35 (9.97); 3.3127 (5023.01); 3.2892 (60.61);3.2639 (7); 3.2557 (5.62); 3.1855 (1.84); 3.1289 (0.83); 3.1104 (0.79);3.0495 (0.69); 2.9549 (0.75); 2.8123 (1.11); 2.7832 (1.67); 2.7555(1.11); 2.6954 (0.65); 2.6743 (3.39); 2.6697 (4.51); 2.665 (3.39);2.6605 (1.8); 2.5397 (5.62); 2.523 (17.04); 2.5096 (244.58); 2.5052(462.71); 2.5007 (610.9); 2.4962 (422.42); 2.4918 (202.13); 2.332 (3.2);2.3273 (4.27); 2.3228 (3.09); 2.3183 (1.57); 2.0691 (8.81); 2.0415(1.47); 2.0085 (2.08); 1.9868 (2.82); 1.9634 (1.39); 1.7523 (0.55);1.7219 (1.09); 1.701 (1.06); 1.6712 (0.52); 1.5759 (0.51); 1.4857(1.08); 1.4559 (1); 1.3524 (1.08); 1.3358 (0.37); 1.2983 (1.56); 1.2589(2.23); 1.2361 (3.05); 1.1927 (0.66); 1.175 (1.23); 1.1571 (0.69); 0.89(0.59); 0.8533 (0.44); 0.008 (2.29); −0.0002 (51.39); −0.0085 (1.82)

Ex. I-3 Solvent: DMSO-d₆, Spectrometer: 399.95 MHz

8.2255 (0.34); 8.0363 (0.44); 8.0293 (6.02); 7.8714 (0.34); 7.6806(1.86); 7.6257 (0.63); 7.6199 (0.88); 7.6157 (0.67); 7.6099 (0.70);7.6039 (1.17); 7.5990 (0.72); 7.4969 (0.34); 7.4596 (0.46); 7.4473(0.53); 7.4404 (1.80); 7.4340 (1.01); 7.4306 (1.41); 7.4247 (3.00);7.4116 (0.37); 7.4076 (0.45); 6.4911 (3.23); 5.8063 (0.72); 5.7854(0.89); 5.7791 (0.90); 5.7582 (0.81); 5.7468 (3.81); 5.3409 (0.55);5.2982 (1.94); 5.2492 (1.88); 5.2067 (0.55); 4.3848 (0.54); 4.3516(0.57); 3.9894 (0.62); 3.9556 (0.60); 3.9367 (0.99); 3.9192 (16.00);3.9094 (1.27); 3.9034 (0.42); 3.8936 (1.28); 3.8826 (1.28); 3.8664(0.89); 3.7171 (2.75); 3.4160 (0.46); 3.4094 (1.34); 3.3999 (0.43);3.3886 (1.36); 3.3815 (0.96); 3.3728 (0.78); 3.3662 (1.14); 3.3526(0.82); 3.3455 (1.26); 3.3050 (177.27); 3.2408 (0.53); 2.8714 (0.38);2.8423 (0.65); 2.8144 (0.38); 2.5941 (0.68); 2.5225 (1.01); 2.5091(16.66); 2.5048 (31.74); 2.5003 (42.04); 2.4959 (29.42); 2.4915 (14.34);2.2096 (12.18); 2.1849 (15.17); 2.1447 (0.63); 2.1334 (3.19); 2.1023(1.10); 2.0695 (0.70); 1.9868 (0.71); 1.8227 (0.46); 1.8162 (0.49);1.7935 (0.45); 1.7863 (0.42); 1.5881 (0.42); 1.5792 (0.47); 1.5572(0.43); 1.5498 (0.42); 1.1751 (0.40); 0.0080 (0.32); −0.0002 (8.13);−0.0085 (0.37)

Ex. I-4 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

11.4475 (1.50); 8.3876 (1.40); 8.0357 (1.80); 7.6994 (0.38); 7.6810(0.46); 7.6770 (0.41); 7.4509 (0.52); 7.4115 (0.47); 7.4076 (0.42);7.3929 (0.38); 7.3890 (0.56); 7.3847 (0.38); 7.3709 (0.39); 7.3666(0.37); 7.1703 (0.71); 7.1571 (0.37); 7.0370 (0.37); 7.0211 (0.82);6.8974 (0.72); 6.8852 (0.41); 5.4044 (0.53); 5.3633 (0.55); 3.9706(0.43); 3.9426 (0.51); 3.9272 (0.45); 3.8986 (16.00); 2.5395 (0.43);2.5091 (7.68); 2.5049 (13.81); 2.5004 (17.31); 2.4961 (11.67); 2.4919(5.43); 2.0911 (0.33); 0.0079 (0.40); −0.0002 (7.85); −0.0084 (0.35)

Ex. I-5 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.2203 (0.42); 8.0298 (6.06); 7.8575 (0.41); 7.6788 (2.33); 7.6294(0.78); 7.6242 (1.17); 7.6199 (0.82); 7.6131 (0.87); 7.6075 (1.46);7.6028 (0.87); 7.4649 (0.33); 7.4559 (0.73); 7.4369 (2.23); 7.4201(3.77); 7.4057 (0.55); 7.4014 (0.59); 7.3082 (1.17); 7.1749 (2.62);7.1595 (1.35); 7.0416 (1.30); 7.0235 (2.98); 6.9007 (2.84); 6.8876(1.56); 5.8054 (0.86); 5.7846 (1.12); 5.7786 (1.13); 5.7575 (1.04);5.7464 (4.36); 5.4519 (0.56); 5.4095 (2.13); 5.3685 (2.12); 5.3260(0.57); 4.3648 (0.65); 4.3313 (0.67); 4.2053 (1.34); 4.1878 (4.14);4.1702 (4.23); 4.1567 (0.66); 4.1526 (1.47); 4.1394 (0.41); 3.9905(0.92); 3.9731 (0.87); 3.9552 (0.76); 3.9501 (0.74); 3.9357 (1.15);3.9083 (1.05); 3.9000 (0.33); 3.8925 (1.19); 3.8653 (1.00); 3.4149(1.64); 3.4063 (0.53); 3.3942 (1.66); 3.3868 (1.15); 3.3717 (1.47);3.3510 (1.59); 3.3120 (149.30); 3.2889 (2.03); 3.2714 (1.25); 3.2414(0.64); 2.8726 (0.44); 2.8437 (0.79); 2.8155 (0.47); 2.5096 (10.67);2.5055 (19.23); 2.5011 (24.54); 2.4968 (17.42); 2.1887 (16.00); 2.1398(2.51); 2.1019 (1.27); 2.0696 (0.88); 1.8123 (0.58); 1.7904 (0.52);1.7826 (0.51); 1.5920 (0.52); 1.5830 (0.57); 1.5617 (0.52); 1.5527(0.51); 1.2762 (4.39); 1.2586 (9.31); 1.2411 (5.10); 1.2237 (0.52);1.1276 (0.56); 1.1101 (1.06); 1.0926 (0.53); −0.0002 (4.76)

Ex. I-6 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.2112 (4.94); 8.0300 (6.23); 7.6464 (2.58); 7.5793 (0.83); 7.5749(1.24); 7.5622 (0.99); 7.5576 (1.58); 7.4920 (0.37); 7.4642 (0.96);7.4452 (2.22); 7.4263 (3.32); 7.4109 (0.42); 7.4063 (0.48); 7.3064(1.16); 7.1731 (2.62); 7.1583 (1.27); 7.0398 (1.31); 7.0223 (2.84);6.8997 (2.72); 6.8865 (1.43); 5.8012 (0.94); 5.7802 (1.17); 5.7740(1.13); 5.7533 (0.95); 5.4496 (0.56); 5.4075 (2.04); 5.3665 (2.04);5.3241 (0.55); 4.4215 (0.54); 4.4060 (1.26); 4.3903 (1.76); 4.3748(1.56); 4.3594 (1.12); 4.3288 (0.70); 4.0572 (0.56); 4.0394 (1.62);4.0216 (1.61); 4.0038 (0.68); 3.9822 (0.72); 3.9412 (1.47); 3.9138(1.22); 3.8982 (1.31); 3.8708 (1.09); 3.5679 (0.50); 3.4153 (1.21);3.4001 (2.25); 3.3851 (2.22); 3.3795 (2.81); 3.3569 (3.92); 3.3148(658.64); 3.2918 (6.91); 3.2418 (0.69); 2.8907 (0.34); 2.8743 (0.46);2.8446 (0.81); 2.8155 (0.47); 2.6744 (0.48); 2.6701 (0.63); 2.6654(0.48); 2.5400 (1.33); 2.5095 (37.46); 2.5054 (66.87); 2.5010 (85.26);2.4966 (60.21); 2.3323 (0.44); 2.3278 (0.56); 2.3231 (0.41); 2.2095(0.42); 2.1358 (0.61); 2.1001 (1.24); 2.0691 (1.44); 1.9869 (6.63);1.9084 (0.88); 1.8114 (0.58); 1.7888 (0.50); 1.7822 (0.49); 1.5819(0.55); 1.5593 (0.53); 1.5515 (0.51); 1.3982 (10.17); 1.2507 (15.93);1.2430 (2.56); 1.2351 (16.00); 1.2079 (1.21); 1.1929 (2.39); 1.1752(3.65); 1.1574 (1.80); −0.0002 (5.85)

Ex. I-7 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

11.2056 (1.20); 8.0268 (1.15); 7.6787 (0.48); 7.4173 (0.42); 7.3986(0.35); 7.3870 (0.40); 6.4917 (0.65); 5.2982 (0.39); 5.2497 (0.40);3.5677 (16.00); 3.4040 (0.34); 3.3837 (0.45); 3.3608 (0.45); 3.3408(0.65); 3.3069 (81.01); 3.2838 (0.74); 2.5090 (7.15); 2.5047 (12.74);2.5003 (16.18); 2.4960 (11.30); 2.4918 (5.50); 2.2093 (2.48); 2.1556(3.12); 2.1151 (0.34); −0.0002 (3.14)

Ex. I-8 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.2111 (1.53); 8.0300 (2.04); 7.6461 (0.78); 7.5744 (0.39); 7.5572(0.49); 7.4631 (0.38); 7.4442 (0.69); 7.4255 (1.08); 6.4914 (1.24);5.7800 (0.36); 5.7729 (0.37); 5.2986 (0.72); 5.2489 (0.74); 4.4056(0.42); 4.3900 (0.70); 4.3745 (0.57); 4.3587 (0.35); 3.9412 (0.40);3.9137 (0.36); 3.8981 (0.41); 3.8705 (0.34); 3.5679 (16.00); 3.4000(0.63); 3.3905 (0.41); 3.3800 (0.83); 3.3722 (0.51); 3.3567 (0.76);3.3363 (1.14); 3.3073 (112.05); 3.2843 (1.25); 2.5395 (0.39); 2.5092(10.10); 2.5050 (18.11); 2.5006 (23.17); 2.4963 (16.44); 2.2094 (4.58);2.1016 (0.45); 2.0696 (0.32); 1.2505 (4.98); 1.2425 (1.00); 1.2349(5.00); 1.2272 (0.76); 1.2238 (0.66); 1.2082 (0.81); 1.1929 (0.41);−0.0002 (4.41)

Ex. I-9 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0292 (1.29); 7.6737 (0.49); 7.6096 (0.32); 7.4312 (0.51); 7.4130(0.83); 6.4910 (0.86); 5.2982 (0.51); 5.2484 (0.51); 4.3884 (0.43);4.3730 (0.35); 3.5678 (16.00); 3.3966 (0.35); 3.3809 (0.32); 3.3739(0.41); 3.3534 (0.50); 3.3081 (83.29); 2.5048 (12.70); 2.5005 (16.04);2.4962 (11.34); 2.2091 (3.22); 2.1735 (3.27); 2.1412 (0.90); 2.1024(0.33); 1.2594 (3.44); 1.2438 (3.53); 1.0976 (0.45); 1.0948 (0.43);1.0821 (0.44); 1.0792 (0.41); −0.0002 (3.04)

Ex. I-10 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

11.2428 (0.89); 8.1528 (0.72); 8.0288 (0.97); 7.6213 (0.36); 7.4263(0.33); 7.3967 (0.32); 6.4914 (0.53); 5.2500 (0.32); 3.5678 (16.00);3.3820 (0.33); 3.3074 (37.10); 2.5092 (3.26); 2.5049 (5.96); 2.5005(7.72); 2.4961 (5.50); 2.4918 (2.78); 2.2096 (2.00); 1.3980 (0.45);−0.0002 (1.52)

Ex. I-11 Solvent: DMSO-d₆, Spectrometer: 399.95 MHz

8.2454 (2.15); 8.0295 (2.68); 7.6513 (1.09); 7.5775 (0.35); 7.5727(0.51); 7.5611 (0.42); 7.5561 (0.67); 7.5518 (0.41); 7.5070 (0.58);7.4691 (0.56); 7.4479 (0.98); 7.4308 (1.65); 6.4916 (1.83); 5.8026(0.42); 5.7821 (0.52); 5.7751 (0.56); 5.7551 (0.43); 5.3417 (0.33);5.2989 (1.09); 5.2494 (1.09); 4.3838 (0.34); 4.3512 (0.36); 4.1861(0.75); 4.1685 (2.26); 4.1509 (2.30); 4.1333 (0.78); 3.9899 (0.35);3.9544 (0.41); 3.9433 (0.61); 3.9155 (0.54); 3.8999 (0.59); 3.8725(0.50); 3.5680 (16.00); 3.4106 (0.44); 3.3986 (0.89); 3.3907 (0.59);3.3785 (1.09); 3.3715 (0.74); 3.3551 (1.14); 3.3348 (1.68); 3.3091(111.71); 3.2706 (0.60); 2.8446 (0.41); 2.5398 (0.42); 2.5093 (10.38);2.5052 (18.38); 2.5008 (23.22); 2.4965 (16.28); 2.2097 (6.81); 2.1032(0.66); 2.0696 (0.50); 1.3980 (0.51); 1.2645 (1.99); 1.2580 (0.40);1.2469 (4.10); 1.2401 (1.01); 1.2293 (2.05); 1.2222 (1.13); 1.2046(0.45); −0.0002 (4.93)

Ex. I-12 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.2454 (5.31); 8.2217 (0.33); 8.1295 (3.42); 8.0232 (6.26); 7.9510(0.55); 7.6550 (2.75); 7.5784 (0.84); 7.5733 (1.18); 7.5695 (0.91);7.5624 (1.02); 7.5572 (1.59); 7.5529 (1.03); 7.5074 (1.20); 7.4880(0.49); 7.4700 (1.12); 7.4674 (1.12); 7.4480 (2.43); 7.4319 (4.12);7.4183 (0.48); 7.4142 (0.45); 7.3361 (3.28); 7.3306 (3.21); 7.1979(2.27); 7.1774 (3.10); 7.0828 (2.25); 7.0772 (2.13); 7.0624 (1.60);7.0569 (1.51); 5.8026 (1.04); 5.7933 (0.38); 5.7822 (1.30); 5.7752(1.41); 5.7657 (0.47); 5.7546 (1.38); 5.7472 (7.43); 4.1867 (2.48);4.1693 (6.60); 4.1516 (6.46); 4.1407 (2.51); 4.1342 (3.07); 3.9451(1.08); 3.9176 (1.22); 3.9019 (1.39); 3.8745 (1.18); 3.4180 (0.35);3.4022 (1.38); 3.3819 (1.38); 3.3749 (0.58); 3.3589 (1.72); 3.3385(2.32); 3.3148 (83.57); 3.0401 (1.25); 3.0107 (2.31); 2.9816 (1.27);2.5065 (13.31); 2.5022 (16.67); 2.4980 (11.78); 2.1571 (16.00); 2.0938(1.62); 2.0675 (1.82); 1.9881 (1.20); 1.7208 (0.55); 1.7113 (0.66);1.6899 (1.37); 1.6817 (1.51); 1.6595 (1.42); 1.6513 (1.34); 1.6299(0.58); 1.6202 (0.47); 1.2650 (4.75); 1.2474 (9.74); 1.2413 (2.28);1.2298 (5.01); 1.2234 (2.47); 1.2124 (0.38); 1.2057 (0.99); 1.1938(0.45); 1.1760 (0.73); 1.1582 (0.38); −0.0002 (3.31)

Ex. I-13 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.2111 (5.03); 8.1293 (2.96); 8.0235 (6.16); 7.6504 (2.64); 7.5800(0.81); 7.5754 (1.22); 7.5717 (0.87); 7.5633 (0.99); 7.5586 (1.58);7.4921 (0.47); 7.4633 (1.01); 7.4443 (2.26); 7.4267 (3.96); 7.4120(0.49); 7.4078 (0.51); 7.3364 (2.77); 7.3309 (2.75); 7.1977 (1.94);7.1772 (2.65); 7.0825 (1.92); 7.0770 (1.83); 7.0622 (1.38); 7.0567(1.30); 5.8005 (0.97); 5.7800 (1.23); 5.7733 (1.25); 5.7472 (7.50);4.4221 (0.50); 4.4065 (1.23); 4.3909 (1.67); 4.3753 (1.27); 4.3598(0.53); 4.1749 (1.61); 4.1415 (1.69); 3.9435 (0.97); 3.9160 (1.11);3.9087 (0.33); 3.9004 (1.26); 3.8730 (1.07); 3.4042 (1.26); 3.3838(1.26); 3.3610 (1.47); 3.3405 (1.86); 3.3151 (73.83); 3.0403 (1.07);3.0108 (1.99); 2.9817 (1.11); 2.5067 (11.13); 2.5023 (14.01); 2.4981(9.96); 2.1573 (13.70); 2.0941 (1.39); 2.0675 (1.56); 1.9882 (1.13);1.7209 (0.47); 1.7116 (0.57); 1.6899 (1.19); 1.6818 (1.31); 1.6596(1.23); 1.6517 (1.15); 1.6300 (0.50); 1.6205 (0.40); 1.2508 (15.93);1.2352 (16.00); 1.2241 (1.49); 1.2162 (0.70); 1.2082 (1.52); 1.1996(0.44); 1.1933 (0.98); 1.1762 (0.79); 1.1586 (0.40); −0.0002 (2.77)

Ex. I-14 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

11.2471 (7.53); 8.1550 (6.46); 8.1286 (3.47); 8.0228 (7.62); 7.6253(3.32); 7.5582 (1.70); 7.5400 (2.19); 7.4462 (1.16); 7.4272 (2.87);7.4088 (2.37); 7.3989 (2.92); 7.3833 (0.77); 7.3795 (1.03); 7.3360(3.22); 7.3306 (3.33); 7.1985 (2.28); 7.1780 (3.06); 7.0831 (2.22);7.0775 (2.14); 7.0628 (1.60); 7.0571 (1.54); 5.7900 (1.20); 5.7701(1.50); 5.7628 (1.51); 5.7463 (11.33); 4.1748 (1.81); 4.1413 (1.93);4.0400 (0.72); 4.0223 (0.73); 3.9396 (1.21); 3.9121 (1.39); 3.8965(1.60); 3.8690 (1.34); 3.4056 (1.53); 3.3857 (1.59); 3.3624 (1.83);3.3563 (1.15); 3.3425 (2.45); 3.3179 (124.78); 3.0397 (1.28); 3.0100(2.34); 2.9816 (1.27); 2.5104 (9.19); 2.5064 (16.43); 2.5020 (20.93);2.4977 (14.95); 2.1849 (1.42); 2.1571 (16.00); 2.0955 (1.63); 2.0699(1.85); 1.9877 (3.08); 1.7205 (0.55); 1.7111 (0.66); 1.6895 (1.37);1.6814 (1.53); 1.6591 (1.44); 1.6513 (1.36); 1.6296 (0.60); 1.6198(0.50); 1.2352 (0.36); 1.1934 (0.89); 1.1757 (1.70); 1.1579 (0.86);−0.0002 (4.38)

Ex. I-15 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.2524 (1.54); 8.0295 (1.88); 7.6545 (0.75); 7.5707 (0.32); 7.5550(0.43); 7.4517 (0.70); 7.4418 (0.55); 7.4361 (1.12); 6.4917 (1.15);5.7840 (0.36); 5.7769 (0.35); 5.2985 (0.71); 5.2494 (0.69); 3.9446(0.46); 3.9202 (0.85); 3.8954 (5.35); 3.8827 (0.44); 3.8739 (0.40);3.5680 (16.00); 3.3971 (0.56); 3.3888 (0.38); 3.3769 (0.67); 3.3537(0.76); 3.3333 (1.14); 3.3086 (89.54); 3.2860 (0.90); 2.5093 (7.51);2.5051 (13.45); 2.5007 (17.10); 2.4964 (12.03); 2.2096 (4.32); 2.1026(0.43); 2.0695 (0.34); −0.0002 (3.22)

Ex. I-16 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.2528 (1.39); 8.0301 (1.70); 7.6547 (0.67); 7.5552 (0.39); 7.4521(0.62); 7.4422 (0.49); 7.4365 (1.02); 7.3071 (0.34); 7.1737 (0.78);7.1590 (0.40); 7.0403 (0.39); 7.0229 (0.89); 6.8996 (0.85); 6.8870(0.46); 5.4081 (0.63); 5.3674 (0.62); 3.9446 (0.48); 3.9203 (0.80);3.8955 (4.80); 3.8833 (0.52); 3.8738 (0.36); 3.5678 (16.00); 3.3972(0.57); 3.3867 (0.46); 3.3771 (0.61); 3.3652 (0.34); 3.3542 (0.61);3.3338 (0.82); 3.3044 (95.90); 3.2808 (1.43); 2.5089 (9.49); 2.5047(16.71); 2.5003 (21.05); 2.4960 (14.54); 2.1017 (0.36); 2.0694 (0.33);0.8730 (0.49); −0.0002 (0.38)

Ex. I-17 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

9.9019 (0.59); 9.3682 (0.40); 8.6466 (0.58); 8.0108 (1.20); 7.4693(0.62); 7.4478 (0.71); 7.2845 (0.78); 7.2630 (0.63); 7.1750 (0.67);7.1594 (0.39); 7.0420 (0.33); 7.0232 (0.81); 6.8995 (0.83); 6.8874(0.44); 5.7466 (6.07); 5.4093 (0.56); 5.3679 (0.48); 4.0392 (0.70);4.0214 (0.72); 3.3669 (0.39); 3.3448 (0.49); 3.3071 (72.47); 2.5655(16.00); 2.5089 (8.92); 2.5047 (16.11); 2.5003 (20.62); 2.4960 (14.55);1.9868 (2.99); 1.4704 (8.58); 1.4611 (1.50); 1.1928 (0.83); 1.1750(1.63); 1.1572 (0.80); −0.0002 (0.32)

Ex. I-18 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

11.2052 (1.60); 8.0276 (1.56); 7.6793 (0.69); 7.6079 (0.38); 7.5893(0.44); 7.4179 (0.60); 7.3993 (0.50); 7.3876 (0.58); 7.1738 (0.67);7.1591 (0.34); 7.0404 (0.33); 7.0230 (0.75); 6.8995 (0.73); 6.8871(0.39); 5.4082 (0.52); 5.3680 (0.54); 3.8912 (0.34); 3.5676 (16.00);3.4048 (0.46); 3.3851 (0.61); 3.3765 (0.34); 3.3615 (0.52); 3.3416(0.62); 3.3042 (61.97); 2.5087 (8.10); 2.5046 (14.17); 2.5002 (17.74);2.4959 (12.30); 2.1562 (4.29); 2.1019 (0.34); −0.0002 (1.31)

Ex. I-19 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.2519 (4.74); 8.1286 (2.53); 8.0227 (5.51); 7.6570 (2.37); 7.5770(0.68); 7.5708 (0.94); 7.5674 (0.83); 7.5616 (0.85); 7.5557 (1.27);7.5512 (0.90); 7.4710 (0.59); 7.4518 (2.13); 7.4431 (1.70); 7.4368(3.43); 7.4244 (0.43); 7.4203 (0.37); 7.3345 (2.45); 7.3291 (2.43);7.1982 (1.68); 7.1777 (2.30); 7.0829 (1.68); 7.0774 (1.61); 7.0626(1.21); 7.0570 (1.16); 5.8039 (0.89); 5.7836 (1.11); 5.7767 (1.09);5.7561 (1.12); 5.7460 (8.59); 4.1737 (1.39); 4.1402 (1.46); 4.0401(0.36); 4.0224 (0.36); 3.9463 (0.97); 3.9188 (1.29); 3.8961 (16.00);3.8846 (1.24); 3.8758 (1.23); 3.4001 (1.21); 3.3798 (1.28); 3.3567(1.73); 3.3363 (2.99); 3.3185 (111.23); 3.0394 (0.94); 3.0100 (1.72);2.9814 (0.94); 2.5105 (7.01); 2.5064 (12.49); 2.5020 (15.88); 2.4977(11.27); 2.1563 (11.94); 2.0942 (1.20); 2.0699 (1.39); 1.9877 (1.50);1.7203 (0.40); 1.7104 (0.49); 1.6889 (1.02); 1.6805 (1.13); 1.6585(1.05); 1.6506 (0.99); 1.6290 (0.42); 1.6195 (0.35); 1.1936 (0.42);1.1758 (0.82); 1.1580 (0.41); −0.0002 (2.14)

Ex. I-20 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0301 (2.82); 7.6749 (1.03); 7.6323 (0.36); 7.6274 (0.55); 7.6232(0.34); 7.6154 (0.41); 7.6102 (0.69); 7.6056 (0.49); 7.4511 (0.37);7.4320 (1.07); 7.4137 (1.71); 7.3067 (0.54); 7.1733 (1.21); 7.1585(0.63); 7.0402 (0.60); 7.0224 (1.38); 6.8992 (1.33); 6.8865 (0.72);5.8022 (0.39); 5.7816 (0.54); 5.7754 (0.47); 5.7544 (0.47); 5.4081(0.97); 5.3671 (0.97); 4.4046 (0.53); 4.3890 (0.75); 4.3733 (0.69);4.3579 (0.48); 4.3269 (0.46); 4.3238 (0.46); 3.9489 (0.34); 3.9327(0.56); 3.9054 (0.55); 3.8896 (0.63); 3.8625 (0.53); 3.5678 (16.00);3.4175 (0.72); 3.4084 (0.39); 3.3971 (0.84); 3.3867 (0.64); 3.3749(0.81); 3.3666 (0.52); 3.3543 (0.89); 3.3472 (0.66); 3.3058 (124.65);3.2822 (1.98); 2.8447 (0.37); 2.5394 (0.40); 2.5090 (11.83); 2.5047(21.08); 2.5003 (26.82); 2.4960 (18.64); 2.4918 (9.05); 2.1740 (7.20);2.1418 (1.65); 2.1339 (0.43); 2.1015 (0.58); 2.0847 (0.51); 2.0693(0.49); 1.2598 (7.58); 1.2442 (7.81); 1.2275 (0.60); 1.1747 (0.43);1.1589 (0.40); 1.0980 (0.79); 1.0949 (0.74); 1.0826 (0.77); 1.0794(0.71); −0.0002 (0.61)

Ex. I-21 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0302 (1.75); 7.6812 (0.61); 7.6044 (0.36); 7.4412 (0.61); 7.4313(0.50); 7.4253 (0.97); 7.3071 (0.33); 7.1737 (0.73); 7.1590 (0.38);7.0405 (0.37); 7.0229 (0.82); 6.8996 (0.81); 6.8870 (0.42); 5.4083(0.60); 5.3676 (0.59); 3.9371 (0.40); 3.9194 (4.52); 3.9097 (0.41);3.8940 (0.42); 3.7173 (1.00); 3.5677 (16.00); 3.4097 (0.44); 3.3959(0.35); 3.3885 (0.61); 3.3765 (0.33); 3.3667 (0.50); 3.3581 (0.37);3.3460 (0.60); 3.3053 (68.51); 2.5088 (7.46); 2.5047 (13.11); 2.5003(16.46); 2.4960 (11.44); 2.1853 (4.25); 2.1338 (1.12); 2.1014 (0.35);1.9869 (0.51); −0.0002 (0.44)

Ex. I-22 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

11.2428 (1.19); 8.1534 (0.93); 8.0296 (1.22); 7.6219 (0.48); 7.5386(0.32); 7.4271 (0.42); 7.4087 (0.34); 7.3973 (0.41); 7.1743 (0.51);7.0232 (0.59); 6.8999 (0.55); 5.4085 (0.39); 5.3682 (0.40); 3.5678(16.00); 3.4027 (0.33); 3.3829 (0.39); 3.3593 (0.39); 3.3396 (0.45);3.3063 (44.54); 2.5091 (4.57); 2.5048 (8.08); 2.5004 (10.20); 2.4961(7.06); 2.4919 (3.39)

Ex. I-23 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.1280 (2.59); 8.0230 (5.52); 7.6822 (2.35); 7.6260 (0.77); 7.6205(1.04); 7.6158 (0.81); 7.6102 (0.87); 7.6043 (1.32); 7.5994 (0.81);7.4600 (0.58); 7.4410 (2.15); 7.4316 (1.79); 7.4254 (3.56); 7.4126(0.45); 7.4088 (0.44); 7.3326 (2.45); 7.3272 (2.41); 7.1985 (1.71);7.1779 (2.31); 7.0832 (1.69); 7.0777 (1.59); 7.0629 (1.20); 7.0573(1.12); 5.8054 (0.89); 5.7845 (1.12); 5.7784 (1.08); 5.7573 (1.03);5.7457 (5.02); 4.1720 (1.45); 4.1383 (1.51); 3.9380 (1.16); 3.9191(16.00); 3.9111 (1.62); 3.9019 (0.56); 3.8949 (1.35); 3.8837 (0.61);3.8677 (1.02); 3.7172 (1.13); 3.4113 (1.37); 3.3904 (1.50); 3.3679(1.88); 3.3471 (3.07); 3.3181 (222.43); 3.2956 (2.50); 3.0392 (0.96);3.0103 (1.76); 2.9811 (0.95); 2.5404 (0.55); 2.5058 (22.70); 2.5014(28.23); 2.4973 (19.82); 2.1850 (15.42); 2.1552 (12.16); 2.1337 (1.25);2.0937 (1.22); 2.0693 (1.60); 1.7192 (0.43); 1.7098 (0.51); 1.6879(1.06); 1.6799 (1.16); 1.6576 (1.08); 1.6497 (1.01); 1.6284 (0.42);1.6183 (0.34); −0.0002 (3.59)

Ex. I-24 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.2456 (1.52); 8.0300 (1.95); 7.6509 (0.77); 7.5729 (0.38); 7.5560(0.48); 7.5073 (0.40); 7.4691 (0.39); 7.4483 (0.69); 7.4310 (1.15);7.3068 (0.41); 7.1733 (0.95); 7.1587 (0.48); 7.0401 (0.47); 7.0226(1.07); 6.8991 (1.02); 6.8867 (0.54); 5.7823 (0.36); 5.7753 (0.38);5.4079 (0.75); 5.3668 (0.75); 4.1862 (0.53); 4.1685 (1.60); 4.1509(1.64); 4.1333 (0.55); 3.9427 (0.50); 3.9151 (0.38); 3.8995 (0.42);3.8721 (0.36); 3.5677 (16.00); 3.4143 (0.39); 3.3981 (0.72); 3.3863(0.61); 3.3777 (0.79); 3.3705 (0.50); 3.3553 (0.89); 3.3345 (1.35);3.3051 (157.96); 3.2815 (2.35); 2.5393 (0.49); 2.5088 (14.70); 2.5046(26.37); 2.5002 (33.64); 2.4959 (23.56); 2.1003 (0.44); 2.0693 (0.40);1.2645 (1.42); 1.2469 (2.97); 1.2400 (0.72); 1.2293 (1.47); 1.2220(0.79); −0.0002 (0.65)

Ex. I-25 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

9.9614 (0.74); 8.0145 (2.40); 7.5928 (1.01); 7.5714 (1.17); 7.3208(1.46); 7.3071 (0.70); 7.2994 (1.30); 7.1740 (1.03); 7.1591 (0.55);7.0405 (0.52); 7.0230 (1.22); 6.8992 (1.11); 6.8872 (0.66); 5.6596(0.40); 5.6551 (0.39); 5.6329 (0.33); 5.4091 (0.74); 5.3674 (0.79);4.0567 (0.49); 4.0390 (1.48); 4.0212 (1.46); 4.0033 (0.53); 3.8597(0.35); 3.8328 (0.42); 3.8169 (0.47); 3.7897 (0.39); 3.4163 (0.33);3.3866 (0.68); 3.3795 (0.96); 3.3580 (1.24); 3.3017 (597.69); 3.2780(9.69); 2.8438 (0.35); 2.6734 (0.79); 2.6688 (1.04); 2.6642 (0.78);2.6596 (0.42); 2.5646 (0.57); 2.5389 (2.14); 2.5219 (5.06); 2.5086(59.23); 2.5042 (109.71); 2.4997 (143.24); 2.4953 (100.83); 2.4909(49.35); 2.4169 (0.34); 2.3310 (0.80); 2.3265 (1.05); 2.3219 (0.77);2.3174 (0.44); 2.0845 (16.00); 2.0693 (0.71); 2.0492 (0.38); 2.0341(5.45); 2.0091 (0.34); 1.9866 (6.39); 1.9074 (0.57); 1.2366 (0.62);1.1926 (1.77); 1.1748 (3.51); 1.1570 (1.74); 0.0079 (0.58); −0.0002(11.65); −0.0084 (0.52)

Ex. I-26 Solvent: DMSO-d6, Spectrometer: 601.6 MHz

8.4672 (3.85); 8.0486 (5.34); 7.6970 (1.02); 7.6844 (1.12); 7.6825(1.07); 7.4815 (0.39); 7.4787 (0.51); 7.4685 (1.41); 7.4657 (1.43);7.4620 (0.89); 7.4599 (0.86); 7.4504 (1.06); 7.4483 (1.04); 7.4375(0.46); 7.4353 (0.43); 7.4062 (0.68); 7.4033 (0.63); 7.3937 (0.89);7.3912 (0.84); 7.3818 (0.49); 7.3790 (0.43); 7.2677 (0.66); 7.1791(1.57); 7.1261 (0.77); 7.0907 (0.76); 7.0357 (1.98); 6.9453 (0.90);6.9114 (1.77); 6.2149 (0.69); 6.2031 (0.76); 6.1965 (0.74); 6.1847(0.68); 5.4492 (0.52); 5.4208 (1.19); 5.3714 (1.32); 5.3430 (0.57);4.3799 (0.49); 4.3714 (1.02); 4.3630 (0.70); 4.3560 (0.40); 4.3340(0.41); 4.0008 (0.69); 3.9822 (0.88); 3.9719 (1.21); 3.9505 (16.00);3.8599 (0.63); 3.4498 (0.72); 3.4414 (0.72); 3.4382 (0.75); 3.4298(0.73); 3.3934 (0.33); 3.3803 (0.47); 3.3741 (0.82); 3.3674 (0.80);3.3513 (257.40); 3.3277 (4.73); 3.2540 (0.54); 3.2352 (0.32); 3.2093(0.78); 3.1975 (0.78); 3.1806 (0.75); 3.1687 (0.76); 2.8224 (0.48);2.6152 (0.37); 2.5244 (0.70); 2.5214 (0.88); 2.5183 (0.85); 2.5094(19.78); 2.5064 (43.07); 2.5034 (59.03); 2.5003 (43.14); 2.4973 (19.88);2.3876 (0.37); 2.1158 (0.33); 2.0962 (0.40); 2.0768 (0.56); 2.0576(0.37); 1.7993 (0.33); 1.7845 (0.32); 1.5558 (0.32); 1.0669 (1.56);1.0553 (3.15); 1.0436 (1.54); −0.0002 (0.58)

Ex. I-27 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.4585 (8.08); 8.0328 (10.28); 7.6974 (2.26); 7.6787 (2.63); 7.6756(2.48); 7.4897 (1.02); 7.4855 (1.30); 7.4703 (3.14); 7.4662 (3.36);7.4602 (1.96); 7.4567 (1.84); 7.4424 (2.63); 7.4391 (2.39); 7.4233(1.37); 7.4197 (1.21); 7.4071 (1.81); 7.4025 (1.68); 7.3886 (2.13);7.3843 (2.05); 7.3704 (0.98); 7.3663 (0.86); 7.3058 (1.79); 7.1725(3.99); 7.1589 (2.01); 7.0392 (1.98); 7.0228 (4.48); 6.8996 (4.08);6.8869 (2.30); 6.2216 (1.49); 6.2036 (1.77); 6.1940 (1.72); 6.1760(1.51); 5.7471 (0.51); 5.4476 (0.75); 5.4055 (2.97); 5.3657 (3.05);5.3235 (0.80); 4.3582 (0.92); 4.3242 (0.98); 4.2418 (2.43); 4.2242(7.55); 4.2066 (7.72); 4.1890 (2.64); 4.0013 (1.61); 3.9735 (2.52);3.9579 (2.32); 3.9431 (1.08); 3.9303 (2.05); 3.4108 (0.39); 3.4016(0.71); 3.3920 (0.57); 3.3822 (0.92); 3.3730 (1.49); 3.3637 (1.00);3.3533 (0.84); 3.3439 (1.20); 3.3106 (183.22); 3.2872 (2.66); 3.2609(1.50); 3.2249 (2.44); 3.2068 (1.93); 3.1815 (1.76); 3.1636 (1.73);2.8628 (0.64); 2.8332 (1.16); 2.8047 (0.66); 2.5405 (0.43); 2.5234(1.07); 2.5102 (13.27); 2.5059 (24.52); 2.5014 (31.86); 2.4971 (22.64);2.4927 (11.24); 2.1240 (0.85); 2.0914 (1.76); 2.0702 (0.74); 2.0559(0.99); 1.9876 (0.37); 1.8426 (0.33); 1.8333 (0.39); 1.8112 (0.75);1.8036 (0.80); 1.7807 (0.74); 1.7734 (0.70); 1.5986 (0.36); 1.5771(0.73); 1.5696 (0.77); 1.5474 (0.74); 1.5386 (0.71); 1.5184 (0.33);1.3004 (7.76); 1.2933 (1.01); 1.2828 (16.00); 1.2652 (7.59); 1.2351(0.34); −0.0002 (1.60)

Ex. I-28 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0171 (5.83); 7.4697 (0.60); 7.4661 (0.56); 7.4621 (0.46); 7.4514(1.65); 7.4464 (1.46); 7.4417 (1.21); 7.4335 (1.56); 7.4194 (3.55);7.4160 (2.06); 7.4056 (2.67); 7.4003 (1.89); 7.3938 (0.93); 7.3836(1.13); 7.3709 (0.33); 7.3047 (0.99); 7.1713 (2.25); 7.1577 (1.13);7.0381 (1.11); 7.0216 (2.51); 6.8984 (2.24); 6.8857 (1.28); 5.9814(0.88); 5.9614 (1.09); 5.9537 (1.04); 5.9337 (0.89); 5.7471 (6.72);5.4476 (0.42); 5.4046 (1.66); 5.3655 (1.68); 5.3229 (0.44); 4.4020(0.44); 4.3864 (1.15); 4.3708 (1.66); 4.3552 (1.64); 4.3397 (0.70);4.3233 (0.60); 3.9771 (0.48); 3.9430 (0.53); 3.8949 (0.82); 3.8670(0.94); 3.8513 (1.07); 3.8234 (0.91); 3.4077 (0.40); 3.3886 (0.50);3.3794 (0.82); 3.3698 (0.55); 3.3600 (0.43); 3.3508 (0.62); 3.3407(0.57); 3.3202 (2.60); 3.3037 (150.46); 3.2794 (2.65); 3.2573 (1.41);3.2390 (0.53); 2.8733 (0.35); 2.8436 (0.64); 2.8154 (0.36); 2.5394(0.49); 2.5091 (14.96); 2.5048 (27.61); 2.5003 (35.87); 2.4959 (25.26);2.4915 (12.38); 2.2008 (16.00); 2.1528 (0.44); 2.1302 (0.51); 2.0953(0.98); 2.0695 (0.48); 2.0599 (0.56); 1.8024 (0.44); 1.7783 (0.41);1.5804 (0.41); 1.5731 (0.42); 1.5518 (0.40); 1.2632 (7.28); 1.2476(7.97); 1.2423 (7.88); 1.2267 (7.16); −0.0002 (2.89)

Ex. I-29 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.4565 (1.73); 8.0315 (2.30); 8.0248 (0.51); 7.7954 (0.33); 7.6956(0.48); 7.6772 (0.57); 7.6742 (0.54); 7.4671 (0.71); 7.4627 (0.80);7.4587 (0.53); 7.4552 (0.44); 7.4412 (0.70); 7.4377 (0.58); 7.4217(0.38); 7.4061 (0.46); 7.4011 (0.47); 7.3877 (0.47); 7.3828 (0.49);6.4891 (1.30); 6.2006 (0.38); 6.1907 (0.36); 5.2931 (0.75); 5.2443(0.76); 4.2400 (0.55); 4.2224 (1.69); 4.2048 (1.74); 4.1873 (0.58);3.9986 (0.40); 3.9709 (0.53); 3.9553 (0.60); 3.9276 (0.40); 3.5676(16.00); 3.3950 (0.41); 3.3670 (0.76); 3.3047 (263.69); 3.2210 (0.57);3.2030 (0.44); 3.1774 (0.39); 3.1596 (0.37); 2.6736 (0.34); 2.6692(0.46); 2.6644 (0.35); 2.5391 (0.83); 2.5222 (2.34); 2.5088 (25.32);2.5045 (46.63); 2.5000 (60.82); 2.4956 (42.89); 2.4912 (20.95); 2.3267(0.40); 2.2061 (4.83); 2.0923 (0.46); 1.9867 (0.51); 1.2987 (1.74);1.2811 (3.61); 1.2635 (1.70); 1.2285 (0.36); 1.2108 (0.64); 1.1929(0.43); −0.0002 (5.96)

Ex. I-30 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0159 (1.28); 8.0108 (0.55); 7.4500 (0.38); 7.4451 (0.34); 7.4328(0.36); 7.4187 (0.77); 7.4152 (0.45); 7.4050 (0.57); 7.3998 (0.45);7.3834 (0.74); 6.4902 (0.89); 5.2938 (0.41); 5.2453 (0.54); 4.3853(0.33); 4.3698 (0.47); 4.3541 (0.35); 3.5678 (16.00); 3.3827 (0.40);3.3734 (0.54); 3.3640 (0.53); 3.3086 (171.11); 3.2850 (2.02); 3.2756(0.62); 2.5394 (0.42); 2.5092 (11.77); 2.5048 (21.39); 2.5004 (27.59);2.4959 (19.13); 2.4915 (9.12); 2.2062 (3.37); 2.1998 (3.80); 2.1515(1.30); 1.2623 (1.60); 1.2467 (1.71); 1.2415 (1.67); 1.2258 (1.55);1.1435 (0.34); 1.1279 (0.40); 1.1145 (0.37); 1.1050 (0.57); 1.0893(0.52); −0.0002 (2.56)

Ex. I-31 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0233 (1.02); 8.0197 (1.88); 7.4443 (0.76); 7.4391 (0.96); 7.4245(0.87); 7.4209 (0.97); 7.4164 (0.57); 7.4074 (0.75); 7.4009 (0.61);7.3909 (1.29); 7.3847 (0.72); 7.3760 (0.33); 6.4905 (1.34); 5.9529(0.34); 5.2966 (0.82); 5.2463 (0.77); 4.0391 (0.49); 4.0213 (0.50);3.9372 (0.39); 3.9092 (0.51); 3.8974 (5.37); 3.8655 (0.34); 3.7074(0.88); 3.5676 (16.00); 3.3764 (0.74); 3.3047 (286.21); 3.2618 (0.90);3.2421 (0.56); 2.6736 (0.40); 2.6692 (0.50); 2.6646 (0.39); 2.5391(0.93); 2.5220 (2.64); 2.5088 (28.26); 2.5045 (51.48); 2.5000 (66.48);2.4956 (46.24); 2.4912 (22.09); 2.3314 (0.32); 2.3268 (0.42); 2.3221(0.33); 2.2074 (5.61); 2.2024 (5.82); 2.1535 (2.41); 2.1061 (0.47);2.0693 (0.33); 1.9867 (2.04); 1.3263 (0.47); 1.1927 (0.57); 1.1749(1.10); 1.1571 (0.53); 0.0079 (0.37); −0.0002 (6.91)

Ex. I-32 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

16.2631 (0.38); 8.0318 (1.15); 8.0203 (5.20); 7.7557 (0.46); 7.7371(0.89); 7.7009 (0.74); 7.6795 (1.24); 7.6650 (0.42); 7.6399 (0.53);7.6207 (0.59); 7.6140 (0.52); 7.5938 (0.41); 7.5523 (1.22); 7.5459(1.16); 7.5353 (0.60); 7.5299 (1.01); 7.5242 (0.85); 7.4447 (2.31);7.4394 (2.84); 7.4313 (1.03); 7.4214 (2.77); 7.4170 (1.60); 7.4078(1.83); 7.4011 (1.21); 7.3851 (0.76); 7.3763 (0.35); 7.3040 (0.81);7.1709 (2.06); 7.1580 (1.04); 7.0378 (1.03); 7.0215 (2.23); 6.8976(2.15); 6.8854 (1.31); 5.9724 (0.99); 5.9532 (0.93); 5.9449 (1.00);5.9325 (0.39); 5.9246 (1.08); 5.7470 (1.85); 5.4484 (0.46); 5.4051(1.45); 5.3643 (1.54); 5.3195 (0.58); 4.9609 (0.41); 4.8896 (0.38);4.8202 (0.35); 4.7783 (0.37); 4.7678 (0.41); 4.7380 (0.45); 4.6844(0.45); 4.6497 (0.42); 4.6007 (0.47); 4.5865 (0.42); 4.5744 (0.42);4.5172 (0.39); 4.4274 (0.46); 4.3922 (0.47); 4.3645 (0.82); 4.3576(0.85); 4.3288 (0.81); 4.2646 (0.53); 4.2390 (0.54); 4.2303 (0.53);4.2099 (0.54); 4.1860 (0.49); 4.1531 (0.47); 4.1412 (0.51); 4.1323(0.63); 4.1148 (0.53); 4.0977 (0.61); 4.0784 (0.65); 4.0545 (0.69);4.0398 (0.70); 3.9951 (1.43); 3.9779 (1.89); 3.9602 (1.22); 3.9369(1.61); 3.9089 (1.98); 3.8975 (16.00); 3.8689 (2.35); 3.8425 (5.42);3.8277 (0.95); 3.8000 (0.79); 3.7951 (0.94); 3.7858 (0.98); 3.7576(0.84); 3.7314 (0.87); 3.7163 (1.10); 3.6890 (1.02); 3.6729 (1.01);3.6326 (1.17); 3.6052 (1.27); 3.5649 (1.52); 3.5501 (1.61); 3.5389(1.70); 3.5053 (2.03); 3.4713 (2.35); 3.4295 (3.38); 3.3029 (6422.35);3.2792 (69.07); 3.2425 (3.26); 3.1794 (0.53); 2.9376 (0.38); 2.9145(0.40); 2.8906 (0.50); 2.8684 (0.77); 2.8385 (1.03); 2.8070 (0.86);2.7784 (0.75); 2.7721 (0.73); 2.7320 (1.16); 2.6950 (2.49); 2.6777(4.63); 2.6733 (7.84); 2.6689 (10.26); 2.6642 (7.69); 2.6598 (4.41);2.6318 (2.17); 2.5389 (23.41); 2.5219 (52.93); 2.5086 (560.43); 2.5043(1024.11); 2.4998 (1325.32); 2.4954 (922.95); 2.4909 (443.99); 2.3357(3.13); 2.3310 (6.27); 2.3266 (8.54); 2.3220 (5.82); 2.2026 (14.50);2.0990 (0.83); 2.0845 (1.06); 2.0692 (2.47); 2.0497 (0.51); 1.9860(0.68); 1.9077 (0.59); 1.8810 (0.40); 1.8513 (0.36); 1.7997 (0.38);1.7728 (0.71); 1.7479 (0.80); 1.7386 (0.66); 1.7219 (0.40); 1.5786(0.62); 1.5528 (0.45); 1.4928 (0.36); 1.3984 (3.12); 1.2927 (0.49);1.2362 (3.49); 1.1747 (0.48); 1.1140 (0.58); 1.1023 (1.00); 1.0846(2.13); 1.0672 (1.07); 0.8903 (0.69); 0.8538 (0.43); 0.1461 (0.50);0.0079 (4.72); −0.0002 (87.41); −0.0085 (3.62)

Ex. I-33 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.4566 (6.68); 8.1201 (3.35); 8.0259 (8.80); 7.6956 (1.82); 7.6766(2.12); 7.6735 (2.06); 7.4844 (1.07); 7.4691 (2.57); 7.4649 (2.80);7.4590 (1.62); 7.4554 (1.54); 7.4414 (2.15); 7.4378 (1.96); 7.4223(1.12); 7.4185 (0.99); 7.4060 (1.49); 7.4015 (1.42); 7.3876 (1.76);7.3831 (1.67); 7.3695 (0.81); 7.3650 (0.71); 7.3282 (3.13); 7.3227(3.30); 7.1967 (2.18); 7.1758 (3.01); 7.0823 (2.30); 7.0765 (2.22);7.0618 (1.65); 7.0562 (1.57); 6.2158 (1.25); 6.1978 (1.46); 6.1882(1.42); 6.1702 (1.25); 4.2395 (2.06); 4.2219 (6.47); 4.2042 (6.57);4.1866 (2.32); 4.1627 (1.82); 4.1291 (1.93); 3.9990 (1.32); 3.9712(1.50); 3.9558 (1.63); 3.9279 (1.41); 3.5676 (0.85); 3.4783 (0.34);3.4370 (0.46); 3.4137 (0.65); 3.3041 (1156.05); 3.2234 (1.98); 3.2053(1.80); 3.1800 (1.59); 3.1622 (1.58); 3.0286 (1.28); 2.9990 (2.34);2.9705 (1.32); 2.6953 (0.40); 2.6737 (1.46); 2.6690 (1.91); 2.6645(1.44); 2.6599 (0.86); 2.5391 (4.19); 2.5221 (9.63); 2.5088 (106.69);2.5044 (196.68); 2.4999 (256.40); 2.4955 (181.26); 2.4911 (89.11);2.4232 (0.32); 2.3357 (0.73); 2.3313 (1.32); 2.3267 (1.75); 2.3221(1.26); 2.3180 (0.66); 2.1506 (16.00); 2.0846 (1.51); 2.0693 (1.47);2.0553 (1.72); 2.0495 (1.72); 1.9865 (0.36); 1.7046 (0.54); 1.6948(0.65); 1.6731 (1.33); 1.6658 (1.46); 1.6433 (1.34); 1.6348 (1.25);1.6134 (0.53); 1.6039 (0.45); 1.3983 (3.79); 1.3257 (0.55); 1.2977(6.65); 1.2801 (13.76); 1.2713 (1.01); 1.2625 (6.43); 1.2363 (0.65);0.0079 (1.10); −0.0002 (21.35); −0.0085 (0.93)

Ex. I-34 Solvent: DMSO-d6, Spectrometer: 601.6 MHz

8.4679 (3.81); 8.0482 (5.43); 7.6977 (1.01); 7.6958 (0.99); 7.6850(1.12); 7.6830 (1.08); 7.4830 (0.44); 7.4804 (0.56); 7.4700 (1.38);7.4674 (1.38); 7.4620 (0.83); 7.4599 (0.82); 7.4502 (1.06); 7.4482(1.08); 7.4374 (0.49); 7.4351 (0.46); 7.4061 (0.69); 7.4032 (0.66);7.3936 (0.95); 7.3910 (0.88); 7.3816 (0.51); 7.3789 (0.44); 6.5023(2.36); 6.2168 (0.68); 6.2049 (0.74); 6.1983 (0.72); 6.1865 (0.67);5.7613 (7.08); 5.3453 (0.54); 5.3169 (1.12); 5.2569 (1.34); 5.2286(0.66); 4.3809 (0.39); 4.3587 (0.40); 4.0028 (0.65); 3.9842 (0.93);3.9740 (1.09); 3.9514 (16.00); 3.8612 (0.70); 3.3944 (0.41); 3.3882(0.70); 3.3632 (28.04); 3.2755 (0.33); 3.2556 (0.55); 3.2370 (0.33);3.2108 (0.70); 3.1989 (0.71); 3.1820 (0.67); 3.1702 (0.68); 2.8232(0.47); 2.5312 (1.27); 2.5112 (5.59); 2.5082 (12.27); 2.5052 (16.88);2.5021 (12.39); 2.4991 (5.69); 2.2065 (8.65); 2.1944 (0.37); 2.1174(0.33); 2.0963 (0.51); 2.0923 (0.54); 2.0650 (0.36); 1.8052 (0.33);−0.0002 (0.38)

Ex. I-35 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

11.2422 (1.13); 8.0032 (0.63); 7.9957 (5.92); 7.4660 (0.78); 7.4610(0.72); 7.4464 (1.45); 7.4411 (1.32); 7.4243 (0.75); 7.4188 (0.77);7.4134 (1.32); 7.4029 (3.06); 7.4001 (3.16); 7.3958 (2.15); 7.3906(2.48); 7.3883 (2.46); 7.3854 (2.16); 7.3808 (1.24); 7.3758 (0.48);7.3689 (0.65); 7.3050 (1.04); 7.1716 (2.33); 7.1580 (1.17); 7.0383(1.15); 7.0219 (2.61); 6.8987 (2.37); 6.8860 (1.33); 5.9368 (0.85);5.9162 (1.05); 5.9092 (1.01); 5.8884 (0.86); 5.7470 (6.82); 5.4480(0.45); 5.4056 (1.71); 5.3656 (1.76); 5.3229 (0.46); 4.3607 (0.54);4.3276 (0.56); 3.9783 (0.52); 3.9451 (0.58); 3.8982 (0.86); 3.8704(0.99); 3.8543 (1.10); 3.8266 (0.92); 3.4038 (0.47); 3.3942 (0.40);3.3846 (0.60); 3.3753 (0.94); 3.3660 (0.68); 3.3552 (0.60); 3.3459(0.82); 3.3035 (155.65); 3.2797 (3.08); 3.2542 (1.54); 3.2308 (1.36);3.2104 (1.03); 2.8662 (0.37); 2.8372 (0.67); 2.8083 (0.37); 2.6691(0.34); 2.6335 (1.00); 2.5392 (0.61); 2.5088 (19.47); 2.5045 (35.79);2.5001 (46.44); 2.4956 (32.79); 2.4913 (16.12); 2.3269 (0.33); 2.1825(16.00); 2.1289 (0.53); 2.0947 (1.03); 2.0694 (0.61); 2.0582 (0.57);1.9868 (1.15); 1.8027 (0.48); 1.7797 (0.44); 1.5831 (0.43); 1.5750(0.46); 1.5530 (0.44); 1.5437 (0.41); 1.1749 (0.63); −0.0002 (2.55)

Ex. I-36 Solvent: DMSO-d6, Spectrometer: 601.6 MHz

11.4895 (3.38); 10.1863 (3.70); 8.3910 (6.62); 8.1592 (3.53); 8.0430(9.29); 8.0288 (0.55); 7.7244 (0.47); 7.7002 (1.67); 7.6979 (1.66);7.6876 (1.92); 7.6852 (1.85); 7.4657 (1.17); 7.4636 (1.33); 7.4528(2.04); 7.4507 (2.21); 7.4244 (0.92); 7.4221 (1.00); 7.4122 (1.90);7.4098 (1.77); 7.3996 (1.17); 7.3971 (1.10); 7.3862 (1.34); 7.3837(1.43); 7.3737 (1.75); 7.3713 (1.84); 7.3614 (0.76); 7.3591 (0.75);7.3237 (3.21); 7.3200 (3.31); 7.1984 (2.31); 7.1845 (2.87); 7.0858(2.25); 7.0820 (2.17); 7.0723 (1.81); 7.0685 (1.75); 6.1881 (1.17);6.1758 (1.31); 6.1698 (1.27); 6.1574 (1.19); 5.7611 (0.34); 4.3791(0.71); 4.3707 (1.48); 4.3622 (0.76); 4.1611 (1.55); 4.1391 (1.61);3.9595 (1.23); 3.9410 (1.49); 3.9307 (1.62); 3.9123 (1.32); 3.4608(0.38); 3.4524 (0.41); 3.4492 (1.10); 3.4408 (1.11); 3.4375 (1.19);3.4291 (1.16); 3.4259 (0.53); 3.4175 (0.51); 3.3502 (2608.51); 3.3266(44.53); 3.3163 (2.13); 3.3099 (1.28); 3.3036 (0.85); 3.2969 (0.92);3.2906 (0.54); 3.2211 (1.52); 3.2088 (1.51); 3.1925 (1.46); 3.1802(1.43); 3.0132 (1.04); 2.9931 (2.03); 2.9741 (1.09); 2.6208 (1.13);2.6178 (2.52); 2.6148 (3.56); 2.6118 (2.54); 2.6087 (1.16); 2.5425(1.61); 2.5241 (6.82); 2.5210 (8.57); 2.5179 (8.39); 2.5091 (185.56);2.5061 (403.98); 2.5030 (555.96); 2.5000 (407.27); 2.4970 (188.25);2.3933 (1.16); 2.3902 (2.55); 2.3872 (3.52); 2.3842 (2.53); 2.3812(1.16); 2.1822 (0.35); 2.1494 (16.00); 2.1395 (0.55); 2.0765 (2.98);2.0588 (1.44); 1.7651 (10.32); 1.7304 (10.25); 1.6828 (0.46); 1.6767(0.53); 1.6622 (1.17); 1.6571 (1.32); 1.6421 (1.21); 1.6365 (1.14);1.6222 (0.52); 1.6156 (0.39); 1.2341 (0.55); 1.1057 (0.37); 1.0664(2.30); 1.0548 (4.51); 1.0431 (2.26); 0.8892 (1.02); 0.0052 (0.57);−0.0002 (19.53); −0.0058 (0.61)

Ex. I-37 Solvent: DMSO-d6, Spectrometer: 601.6 MHz

10.1802 (0.47); 8.4331 (4.31); 8.1681 (2.39); 8.0376 (6.11); 8.0301(0.42); 8.0129 (0.66); 8.0063 (0.51); 7.9923 (0.53); 7.6964 (1.13);7.6943 (1.13); 7.6837 (1.25); 7.6815 (1.19); 7.6108 (0.35); 7.5603(0.40); 7.5470 (0.37); 7.4795 (0.67); 7.4774 (0.76); 7.4666 (1.46);7.4644 (1.50); 7.4495 (0.81); 7.4474 (0.85); 7.4374 (1.22); 7.4353(1.16); 7.4247 (0.69); 7.4223 (0.67); 7.4019 (0.85); 7.3993 (0.83);7.3894 (1.16); 7.3870 (1.15); 7.3772 (0.59); 7.3747 (0.55); 7.3699(0.39); 7.3686 (0.33); 7.3587 (0.89); 7.3552 (0.66); 7.3258 (2.46);7.3221 (2.47); 7.1969 (1.65); 7.1832 (2.05); 7.0856 (1.54); 7.0819(1.49); 7.0721 (1.23); 7.0684 (1.20); 6.2212 (0.77); 6.2096 (0.86);6.2029 (0.81); 6.1912 (0.76); 5.7624 (9.49); 5.0743 (0.33); 4.4751(0.41); 4.4647 (1.11); 4.4543 (1.51); 4.4439 (1.12); 4.4336 (0.43);4.1638 (1.10); 4.1416 (1.14); 3.9864 (0.79); 3.9679 (0.94); 3.9576(0.99); 3.9392 (0.84); 3.3595 (77.64); 3.3358 (1.15); 3.3207 (0.46);3.3143 (0.75); 3.3081 (0.45); 3.2952 (0.40); 3.2163 (1.01); 3.2047(1.01); 3.1875 (0.98); 3.1760 (1.00); 3.0158 (0.73); 2.9961 (1.34);2.9770 (0.72); 2.9736 (0.64); 2.9289 (0.44); 2.5237 (0.36); 2.5207(0.38); 2.5118 (6.66); 2.5088 (14.23); 2.5058 (19.48); 2.5028 (14.23);2.4998 (6.54); 2.4358 (1.42); 2.1512 (10.79); 2.1417 (0.39); 2.0790(0.91); 2.0734 (0.94); 2.0563 (0.97); 1.6628 (0.73); 1.6585 (0.78);1.6409 (0.73); 1.6372 (0.71); 1.2834 (16.00); 1.2731 (15.86); 1.2189(0.41); 1.2079 (0.56); 1.1966 (0.41)

Ex. I-38 Solvent: DMSO-d6, Spectrometer: 601.6 MHz

11.5002 (0.44); 11.4938 (8.67); 10.1891 (2.60); 8.3915 (6.66); 8.0487(9.69); 8.0344 (0.55); 7.7249 (0.48); 7.7007 (1.74); 7.6984 (1.70);7.6881 (1.97); 7.6858 (1.89); 7.4652 (1.20); 7.4631 (1.33); 7.4523(2.11); 7.4502 (2.21); 7.4248 (0.96); 7.4224 (1.03); 7.4126 (1.96);7.4102 (1.79); 7.4000 (1.22); 7.3974 (1.11); 7.3868 (1.38); 7.3842(1.43); 7.3743 (1.79); 7.3719 (1.87); 7.3620 (0.82); 7.3596 (0.76);6.5019 (4.31); 6.1914 (1.21); 6.1792 (1.34); 6.1731 (1.29); 6.1608(1.21); 5.7607 (9.61); 5.3439 (0.90); 5.3160 (1.89); 5.2555 (2.45);5.2272 (1.22); 4.3780 (0.69); 4.3555 (0.71); 3.9745 (0.69); 3.9603(1.30); 3.9514 (0.76); 3.9421 (1.33); 3.9317 (1.26); 3.9132 (1.09);3.3947 (0.49); 3.3888 (0.81); 3.3814 (0.93); 3.3746 (1.97); 3.3590(478.95); 3.3355 (6.42); 3.2777 (0.47); 3.2741 (0.54); 3.2543 (0.95);3.2350 (0.55); 3.2317 (0.51); 3.2193 (1.24); 3.2071 (1.16); 3.1906(1.09); 3.1784 (1.10); 2.8441 (0.46); 2.8230 (0.89); 2.8032 (0.47);2.6189 (0.38); 2.6158 (0.53); 2.6128 (0.37); 2.5251 (1.07); 2.5221(1.35); 2.5189 (1.34); 2.5101 (27.40); 2.5071 (59.81); 2.5041 (82.19);2.5010 (60.15); 2.4980 (27.59); 2.3913 (0.36); 2.3882 (0.51); 2.3852(0.36); 2.2044 (16.00); 2.1935 (0.67); 2.1176 (0.60); 2.0944 (0.99);2.0767 (1.05); 2.0643 (0.66); 1.8125 (0.56); 1.8064 (0.63); 1.7918(0.60); 1.7862 (0.55); 1.7658 (6.60); 1.7312 (6.40); 1.5601 (0.58);1.5536 (0.61); 1.5398 (0.60); 1.5335 (0.55); −0.0002 (2.78)

Ex. I-39 Solvent: DMSO-d6, Spectrometer: 601.6 MHz

8.4330 (3.80); 8.0442 (5.68); 8.0358 (0.39); 7.6970 (1.02); 7.6950(1.05); 7.6843 (1.11); 7.6822 (1.10); 7.4760 (0.55); 7.4735 (0.63);7.4630 (1.31); 7.4606 (1.35); 7.4490 (0.73); 7.4468 (0.78); 7.4370(1.08); 7.4348 (1.04); 7.4242 (0.59); 7.4218 (0.61); 7.4018 (0.81);7.3992 (0.78); 7.3894 (0.99); 7.3868 (0.99); 7.3772 (0.48); 7.3746(0.45); 6.5014 (2.50); 6.2227 (0.68); 6.2112 (0.74); 6.2044 (0.72);6.1927 (0.68); 5.7626 (7.28); 5.3427 (0.48); 5.3151 (1.01); 5.2570(1.39); 5.2286 (0.68); 4.4753 (0.37); 4.4649 (1.02); 4.4545 (1.42);4.4442 (1.05); 4.4338 (0.40); 4.3753 (0.41); 4.3543 (0.47); 3.9850(0.67); 3.9740 (0.39); 3.9667 (0.90); 3.9563 (1.02); 3.9380 (0.68);3.3871 (0.38); 3.3806 (0.33); 3.3741 (0.59); 3.3677 (1.13); 3.3512(16.50); 3.2753 (0.34); 3.2562 (0.57); 3.2368 (0.33); 3.2130 (0.71);3.2014 (0.72); 3.1843 (0.68); 3.1727 (0.69); 2.8253 (0.48); 2.5248(1.14); 2.5226 (0.38); 2.5105 (7.25); 2.5075 (16.45); 2.5044 (23.03);2.5014 (17.00); 2.4983 (7.85); 2.2054 (9.16); 2.2048 (9.10); 2.1937(0.42); 2.1147 (0.34); 2.0951 (0.49); 2.0893 (0.54); 2.0781 (0.53);2.0612 (0.38); 1.8017 (0.32); 1.2844 (15.64); 1.2740 (16.00); 1.2216(0.41); 1.2112 (0.61); −0.0002 (0.82)

Ex. I-40 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

11.2422 (5.94); 7.9949 (5.72); 7.4653 (0.77); 7.4605 (0.71); 7.4459(1.43); 7.4404 (1.28); 7.4238 (0.77); 7.4183 (0.74); 7.4129 (1.31);7.4024 (3.04); 7.3996 (3.11); 7.3953 (2.07); 7.3902 (2.42); 7.3876(2.40); 7.3849 (2.12); 7.3680 (0.73); 6.4905 (2.83); 5.9357 (0.83);5.9151 (1.03); 5.9080 (0.98); 5.8874 (0.84); 5.7469 (2.28); 5.3377(0.47); 5.2953 (1.66); 5.2482 (1.70); 5.2052 (0.48); 4.3818 (0.50);4.3504 (0.55); 4.2332 (0.34); 4.2239 (0.33); 4.0085 (0.47); 3.9939(0.73); 3.9858 (0.52); 3.9511 (0.56); 3.8979 (0.86); 3.8700 (0.99);3.8540 (1.08); 3.8262 (0.92); 3.5677 (0.53); 3.4290 (0.35); 3.4160(0.43); 3.3987 (0.63); 3.3894 (0.56); 3.3797 (0.79); 3.3703 (1.18);3.3602 (0.98); 3.3405 (1.57); 3.3057 (233.47); 3.2740 (2.01); 3.2536(1.52); 3.2301 (1.34); 3.2097 (1.03); 2.8645 (0.36); 2.8359 (0.65);2.8068 (0.36); 2.6738 (0.36); 2.6693 (0.46); 2.6648 (0.34); 2.5392(0.93); 2.5090 (26.36); 2.5046 (47.75); 2.5002 (61.37); 2.4958 (42.47);2.4914 (20.29); 2.3317 (0.32); 2.3268 (0.42); 2.3019 (0.34); 2.2074(10.77); 2.1818 (16.00); 2.1271 (0.55); 2.0981 (1.03); 2.0693 (0.80);1.9868 (0.59); 1.8053 (0.44); 1.7848 (0.41); 1.5798 (0.41); 1.5723(0.44); 1.5509 (0.42); 1.5421 (0.39); 1.3563 (0.52); 1.1749 (0.34);0.0080 (0.74); −0.0002 (13.98); −0.0085 (0.54)

Ex. I-41 Solvent: DMSO-d6, Spectrometer: 601.6 MHz

10.1798 (0.42); 8.4688 (4.33); 8.1697 (2.30); 8.0425 (5.44); 8.0125(0.52); 7.6976 (1.19); 7.6962 (1.20); 7.6850 (1.31); 7.6833 (1.28);7.4851 (0.58); 7.4828 (0.68); 7.4721 (1.58); 7.4699 (1.57); 7.4617(0.94); 7.4597 (0.93); 7.4498 (1.30); 7.4479 (1.27); 7.4370 (0.58);7.4348 (0.55); 7.4054 (0.79); 7.4027 (0.77); 7.3930 (1.19); 7.3905(1.09); 7.3808 (0.58); 7.3782 (0.51); 7.3271 (2.14); 7.3234 (2.25);7.1969 (1.61); 7.1833 (2.02); 7.0856 (1.48); 7.0819 (1.46); 7.0721(1.20); 7.0684 (1.17); 6.2154 (0.79); 6.2035 (0.89); 6.1970 (0.85);6.1851 (0.79); 5.7623 (10.04); 4.1673 (1.10); 4.1450 (1.15); 4.0032(0.81); 3.9847 (0.96); 3.9744 (1.01); 3.9515 (16.00); 3.9332 (0.41);3.8606 (0.74); 3.3571 (43.62); 3.3411 (0.54); 3.3341 (1.03); 3.3215(0.51); 3.3152 (0.79); 3.3089 (0.48); 3.3027 (0.33); 3.2960 (0.43);3.2137 (0.97); 3.2018 (0.96); 3.1850 (0.95); 3.1731 (0.93); 3.0139(0.73); 2.9941 (1.37); 2.9749 (0.71); 2.9719 (0.67); 2.5111 (6.14);2.5082 (13.10); 2.5051 (17.92); 2.5021 (13.27); 2.4992 (6.30); 2.1520(10.24); 2.0787 (0.97); 2.0763 (0.92); 2.0594 (0.99); 1.6788 (0.34);1.6646 (0.79); 1.6588 (0.86); 1.6444 (0.81); 1.6385 (0.78); −0.0002(0.80)

Ex. I-42 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.4270 (4.07); 8.0307 (5.55); 8.0221 (0.45); 7.6958 (1.12); 7.6772(1.33); 7.6737 (1.22); 7.4839 (0.57); 7.4798 (0.69); 7.4647 (1.56);7.4607 (1.65); 7.4533 (0.91); 7.4498 (0.91); 7.4356 (1.38); 7.4321(1.23); 7.4166 (0.81); 7.4127 (0.67); 7.4047 (0.98); 7.4003 (0.96);7.3864 (1.12); 7.3820 (1.08); 7.3684 (0.48); 7.3640 (0.44); 7.3034(0.96); 7.1701 (2.17); 7.1572 (1.11); 7.0368 (1.08); 7.0211 (2.45);6.8972 (2.18); 6.8852 (1.25); 6.2237 (0.75); 6.2060 (0.88); 6.1962(0.86); 6.1784 (0.77); 5.4442 (0.39); 5.4023 (1.59); 5.3636 (1.61);5.3212 (0.42); 4.4835 (0.41); 4.4680 (1.07); 4.4524 (1.46); 4.4367(1.07); 4.4212 (0.44); 4.3538 (0.54); 4.3210 (0.55); 3.9922 (0.87);3.9645 (1.20); 3.9488 (1.32); 3.9212 (0.92); 3.4502 (0.44); 3.4326(0.46); 3.4152 (0.33); 3.4008 (0.51); 3.3910 (0.45); 3.3808 (0.67);3.3722 (1.02); 3.3624 (0.84); 3.3519 (0.87); 3.3043 (166.52); 3.2620(1.15); 3.2243 (1.34); 3.2063 (1.03); 3.1809 (0.93); 3.1631 (0.91);2.8633 (0.34); 2.8346 (0.62); 2.8051 (0.36); 2.6737 (0.37); 2.6691(0.50); 2.6645 (0.39); 2.5620 (0.34); 2.5482 (0.60); 2.5392 (0.91);2.5222 (2.55); 2.5090 (29.79); 2.5046 (54.44); 2.5001 (70.33); 2.4957(48.78); 2.4912 (23.43); 2.3314 (0.37); 2.3269 (0.48); 2.3220 (0.35);2.1228 (0.46); 2.0885 (0.95); 2.0696 (0.57); 2.0562 (0.53); 1.8066(0.40); 1.8012 (0.42); 1.7769 (0.38); 1.5660 (0.40); 1.5452 (0.38);1.5369 (0.37); 1.3982 (2.06); 1.2865 (16.00); 1.2709 (15.83); 1.2231(0.44); 1.2121 (0.43); 1.2077 (0.45); 1.1969 (0.37); 1.0741 (0.41);1.0566 (0.82); 1.0392 (0.42); 0.0593 (3.79); 0.0080 (0.35); −0.0002(6.93)

Ex. I-43 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

7.9999 (5.44); 7.6817 (1.26); 7.6774 (1.33); 7.6622 (1.49); 7.6579(1.44); 7.5743 (1.38); 7.5718 (1.33); 7.5536 (1.91); 7.5514 (1.80);7.4586 (0.70); 7.4541 (0.72); 7.4399 (1.25); 7.4356 (1.20); 7.4197(0.86); 7.4153 (0.76); 7.3715 (1.06); 7.3689 (1.03); 7.3524 (1.53);7.3337 (0.68); 7.3110 (1.00); 7.1780 (2.27); 7.1692 (1.14); 7.0447(1.12); 7.0331 (2.47); 6.9091 (2.41); 6.8974 (1.29); 5.7586 (1.36);5.4570 (0.58); 5.4146 (1.93); 5.3727 (1.88); 5.3304 (0.61); 4.3579(0.57); 4.3259 (0.60); 3.9761 (0.55); 3.9431 (0.60); 3.7316 (1.47);3.7147 (0.56); 3.7106 (0.45); 3.7028 (0.82); 3.6881 (2.43); 3.6797(0.91); 3.6697 (0.48); 3.6657 (0.60); 3.6619 (0.32); 3.6547 (0.35);3.6499 (0.38); 3.6366 (16.00); 3.5988 (2.41); 3.5553 (1.41); 3.5094(0.37); 3.4959 (0.55); 3.4838 (0.44); 3.4722 (0.73); 3.4608 (0.63);3.4013 (0.50); 3.3731 (1.42); 3.3365 (188.87); 3.3330 (208.54); 3.2881(0.67); 3.2577 (0.90); 3.2290 (0.43); 2.8574 (0.40); 2.8302 (0.72);2.8000 (0.42); 2.6758 (0.58); 2.6714 (0.80); 2.6667 (0.57); 2.5413(0.55); 2.5066 (90.94); 2.5022 (116.93); 2.4978 (85.12); 2.3330 (0.60);2.3289 (0.79); 2.3246 (0.56); 2.1169 (0.57); 2.0860 (1.08); 2.0516(0.59); 1.9892 (0.47); 1.7965 (0.47); 1.7900 (0.50); 1.7605 (0.47);1.7257 (10.35); 1.5959 (0.35); 1.5614 (0.51); 1.5351 (0.43); 1.3974(10.30); 0.0079 (2.54); −0.0002 (65.29); −0.0084 (2.57)

Ex. I-44 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

7.9973 (5.62); 7.6812 (1.27); 7.6768 (1.36); 7.6617 (1.51); 7.6573(1.52); 7.5740 (1.31); 7.5715 (1.37); 7.5535 (1.83); 7.5510 (1.80);7.4582 (0.72); 7.4538 (0.77); 7.4396 (1.25); 7.4354 (1.23); 7.4194(0.87); 7.4149 (0.81); 7.3711 (1.06); 7.3683 (1.09); 7.3519 (1.48);7.3494 (1.50); 7.3333 (0.66); 7.3304 (0.66); 7.0017 (1.03); 6.8646(2.44); 6.7275 (1.16); 6.2958 (2.65); 5.7584 (0.72); 5.2581 (0.57);5.2156 (1.88); 5.1710 (1.85); 5.1286 (0.60); 4.3802 (0.53); 4.3475(0.55); 4.0010 (0.51); 3.9657 (0.56); 3.7313 (1.38); 3.7051 (0.44);3.6878 (2.41); 3.6368 (16.00); 3.5985 (2.44); 3.5549 (1.45); 3.3940(0.41); 3.3749 (0.60); 3.3653 (1.04); 3.3375 (113.54); 3.3330 (120.36);3.3097 (1.31); 3.2817 (0.57); 3.2511 (0.79); 3.2217 (0.45); 2.8487(0.45); 2.8190 (0.69); 2.7906 (0.39); 2.6758 (0.33); 2.6714 (0.47);2.6668 (0.35); 2.5245 (1.25); 2.5111 (25.57); 2.5068 (51.71); 2.5023(68.39); 2.4978 (50.35); 2.4935 (24.92); 2.3336 (0.37); 2.3290 (0.48);2.3246 (0.35); 2.1846 (11.44); 2.1649 (0.36); 2.1150 (0.53); 2.0844(1.06); 2.0526 (0.59); 1.7764 (0.45); 1.7690 (0.50); 1.7252 (10.43);1.5473 (0.47); 1.5236 (0.43); 1.3973 (11.60); 0.0080 (1.08); −0.0002(32.46); −0.0085 (1.30)

Ex. I-45 Solvent: CD3CN, Spectrometer: 399.95 MHz

7.6947 (4.34); 7.4491 (0.84); 7.4305 (0.92); 7.4254 (0.84); 7.3320(0.44); 7.3258 (0.63); 7.3203 (0.72); 7.3162 (0.54); 7.3102 (1.72);7.3067 (2.16); 7.3025 (1.41); 7.2947 (1.83); 7.2934 (1.90); 7.2883(1.68); 7.2833 (0.55); 7.2771 (0.45); 7.2719 (0.60); 6.3908 (2.22);6.1120 (0.79); 6.0903 (0.92); 6.0843 (0.90); 6.0627 (0.82); 5.1256(0.46); 5.0837 (2.13); 5.0531 (2.12); 5.0111 (0.43); 4.4972 (0.43);4.4638 (0.46); 4.0672 (0.47); 4.0493 (0.49); 3.9814 (0.96); 3.9536(1.26); 3.9384 (2.44); 3.9105 (1.93); 3.9060 (2.94); 3.8638 (2.52);3.8315 (1.07); 3.5207 (1.82); 3.5046 (4.09); 3.4884 (2.25); 3.3673(0.39); 3.3478 (0.51); 3.3420 (1.43); 3.3288 (0.51); 3.3204 (1.44);3.3098 (0.84); 3.2992 (1.25); 3.2799 (16.00); 3.2516 (0.37); 3.2452(0.35); 2.8737 (0.34); 2.8428 (0.59); 2.8163 (0.33); 2.8102 (0.33);2.6725 (2.48); 2.6564 (4.70); 2.6401 (2.18); 2.2249 (9.95); 2.2238(9.99); 2.2112 (0.56); 2.2042 (0.44); 2.1611 (0.68); 2.1428 (6.26);2.1197 (0.50); 2.1136 (0.43); 1.9718 (2.14); 1.9641 (0.42); 1.9579(0.50); 1.9522 (3.73); 1.9460 (6.95); 1.9399 (9.67); 1.9337 (6.66);1.9275 (3.44); 1.8713 (0.40); 1.8612 (0.42); 1.8399 (0.38); 1.8303(0.38); 1.7047 (0.41); 1.6946 (0.43); 1.6730 (0.39); 1.6630 (0.38);1.4352 (0.38); 1.2211 (0.58); 1.2033 (1.16); 1.1854 (0.58); −0.0002(7.39)

Ex. I-46 Solvent: CD3CN, Spectrometer: 399.95 MHz

7.7098 (16.00); 7.6988 (0.62); 7.6360 (0.32); 7.5050 (3.34); 7.4973(1.00); 7.4870 (4.53); 7.4826 (3.75); 7.4318 (2.04); 7.4279 (2.31);7.4139 (5.47); 7.4108 (5.37); 7.3990 (5.47); 7.3953 (7.20); 7.3695(4.16); 7.3659 (4.15); 7.3519 (3.39); 7.3503 (3.40); 7.3328 (1.41);7.3296 (1.28); 6.5749 (0.38); 6.4214 (8.69); 6.0495 (2.93); 6.0283(3.39); 6.0217 (3.32); 6.0006 (3.02); 5.1555 (1.81); 5.1136 (8.30);5.0840 (8.28); 5.0627 (0.56); 5.0419 (1.64); 4.7535 (0.36); 4.7404(4.62); 4.7119 (8.51); 4.6494 (8.84); 4.6209 (4.79); 4.5236 (1.70);4.4904 (1.83); 4.2998 (1.04); 4.2970 (1.10); 4.2944 (1.05); 4.2789(0.52); 4.2729 (0.81); 4.2669 (0.57); 4.2329 (10.96); 4.2295 (12.67);4.2271 (12.56); 4.2236 (10.69); 4.2072 (0.42); 4.2022 (0.49); 4.1966(0.34); 4.1894 (1.01); 4.1835 (1.04); 4.1477 (0.65); 4.1147 (2.01);4.0969 (5.88); 4.0791 (6.37); 4.0713 (1.49); 4.0613 (2.08); 4.0205(1.31); 4.0151 (1.21); 3.9758 (1.66); 3.9569 (4.13); 3.9420 (1.96);3.9292 (4.45); 3.9138 (4.38); 3.8860 (4.04); 3.4075 (0.75); 3.3980(1.48); 3.3884 (0.96); 3.3789 (1.66); 3.3694 (3.04); 3.3598 (1.79);3.3494 (2.05); 3.3410 (2.91); 3.3313 (1.17); 3.3175 (6.00); 3.2965(4.59); 3.2829 (1.89); 3.2745 (4.87); 3.2534 (3.85); 2.9136 (1.22);2.9069 (1.30); 2.8763 (2.28); 2.8500 (1.34); 2.8435 (1.24); 2.8056(4.86); 2.7997 (9.26); 2.7937 (4.51); 2.7616 (0.40); 2.5744 (0.78);2.5663 (0.81); 2.5636 (0.80); 2.5551 (1.01); 2.5523 (0.88); 2.3853(1.22); 2.3744 (1.04); 2.3634 (1.01); 2.3482 (0.38); 2.2546 (40.35);2.2101 (635.56); 2.1498 (2.65); 2.1438 (2.45); 2.1376 (1.97); 2.1314(1.25); 2.1252 (0.86); 2.1163 (0.65); 2.0911 (0.78); 2.0751 (0.49);2.0239 (0.99); 2.0016 (27.26); 1.9944 (5.34); 1.9824 (50.27); 1.9763(87.51); 1.9701 (119.94); 1.9639 (81.78); 1.9577 (41.88); 1.9323 (1.22);1.9216 (1.14); 1.9018 (1.81); 1.8919 (1.88); 1.8699 (1.68); 1.8604(1.68); 1.8389 (0.90); 1.8299 (0.80); 1.8109 (0.58); 1.8047 (0.78);1.7985 (0.99); 1.7924 (0.78); 1.7862 (0.56); 1.7670 (0.88); 1.7563(0.98); 1.7366 (1.75); 1.7263 (1.80); 1.7049 (1.68); 1.6950 (1.63);1.6751 (0.82); 1.6647 (0.76); 1.4653 (1.31); 1.2985 (1.33); 1.2506(7.19); 1.2327 (14.14); 1.2149 (7.00); 1.1607 (0.49); 1.1432 (0.81);1.1256 (0.49); 1.0727 (0.33); 0.8679 (0.42); 0.8496 (0.75); 0.8311(0.35)

Ex. I-47 Solvent: CD3CN, Spectrometer: 399.95 MHz

7.7218 (10.43); 7.5170 (1.70); 7.5135 (1.70); 7.4974 (2.88); 7.4579(1.65); 7.4548 (1.86); 7.4484 (1.41); 7.4369 (3.55); 7.4295 (3.37);7.4255 (1.91); 7.4109 (1.81); 7.4068 (1.18); 7.3942 (2.42); 7.3903(2.40); 7.3758 (2.15); 7.3721 (2.26); 7.3574 (0.84); 7.3538 (0.80);6.4214 (5.29); 6.0171 (1.83); 5.9960 (2.08); 5.9893 (2.09); 5.9682(1.90); 5.1964 (16.00); 5.1556 (1.09); 5.1138 (5.01); 5.0843 (4.97);5.0630 (0.42); 5.0423 (0.98); 4.5208 (1.03); 4.4877 (1.10); 4.1142(1.53); 4.0963 (4.62); 4.0785 (4.67); 4.0607 (1.58); 3.9764 (1.02);3.9579 (2.56); 3.9414 (1.19); 3.9300 (2.88); 3.9150 (2.78); 3.8871(2.58); 3.4084 (0.43); 3.3988 (0.89); 3.3892 (0.58); 3.3797 (1.03);3.3697 (2.33); 3.3662 (3.38); 3.3608 (1.33); 3.3451 (3.67); 3.3318(0.77); 3.3232 (2.75); 3.3184 (1.37); 3.3113 (1.60); 3.3023 (2.81);3.2835 (0.82); 3.2769 (0.77); 2.9153 (0.69); 2.9084 (0.77); 2.8774(1.36); 2.8515 (0.79); 2.8447 (0.74); 2.2543 (30.24); 2.2363 (269.20);2.2031 (2.30); 2.1993 (2.26); 2.1948 (2.21); 2.1497 (1.32); 2.1436(1.13); 2.1373 (0.78); 2.1311 (0.43); 2.0813 (34.57); 2.0012 (20.87);1.9941 (2.35); 1.9877 (2.05); 1.9821 (17.18); 1.9760 (32.55); 1.9698(45.34); 1.9636 (31.03); 1.9574 (16.06); 1.9318 (0.55); 1.9213 (0.56);1.9020 (0.98); 1.8922 (1.02); 1.8699 (0.91); 1.8613 (0.91); 1.8382(0.42); 1.8302 (0.39); 1.7982 (0.33); 1.7671 (0.44); 1.7563 (0.51);1.7366 (0.96); 1.7266 (1.03); 1.7049 (0.92); 1.6951 (0.92); 1.6753(0.42); 1.6647 (0.39); 1.3677 (0.37); 1.2970 (0.36); 1.2497 (5.85);1.2319 (11.61); 1.2140 (5.73)

Ex. I-48 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.7902 (0.68); 7.9970 (5.19); 7.9761 (5.91); 7.9547 (0.72); 7.9315(9.00); 7.6490 (1.32); 7.6440 (2.23); 7.6284 (1.69); 7.6246 (2.39);7.5485 (4.53); 7.5283 (4.15); 7.4146 (0.72); 7.4100 (0.72); 7.3951(1.97); 7.3878 (1.07); 7.3761 (2.01); 7.3714 (1.84); 7.3456 (1.31);7.3422 (2.09); 7.3245 (5.85); 7.3075 (3.23); 7.3040 (2.68); 7.1774(3.50); 7.1653 (1.75); 7.0442 (1.77); 7.0290 (3.38); 6.9103 (4.27);6.8931 (1.68); 5.7570 (1.48); 5.4653 (0.86); 5.4222 (2.79); 5.3799(2.90); 5.3374 (0.95); 4.9351 (0.36); 4.9292 (0.38); 4.3771 (0.82);4.3438 (0.94); 4.0377 (1.00); 4.0199 (1.05); 4.0020 (0.66); 3.9896(0.79); 3.9557 (0.89); 3.7260 (0.37); 3.7192 (0.42); 3.7149 (0.90);3.7108 (0.68); 3.7029 (1.01); 3.7008 (1.11); 3.6802 (1.10); 3.6782(1.02); 3.6703 (0.70); 3.6661 (0.90); 3.6619 (0.43); 3.6550 (0.39);3.6506 (0.32); 3.5892 (0.33); 3.5810 (0.34); 3.5681 (1.60); 3.5249(0.41); 3.4860 (6.13); 3.4736 (1.57); 3.4612 (1.26); 3.4501 (0.69);3.4450 (0.67); 3.4201 (1.03); 3.4114 (1.62); 3.3520 (1310.13); 3.2874(1.52); 3.2724 (1.90); 3.2441 (1.07); 2.8730 (0.66); 2.8456 (1.15);2.8153 (0.73); 2.6770 (1.19); 2.6725 (1.63); 2.6679 (1.19); 2.6634(0.58); 2.5425 (0.99); 2.5395 (1.02); 2.5258 (5.86); 2.5211 (8.60);2.5124 (91.05); 2.5080 (183.71); 2.5034 (239.69); 2.4989 (172.45);2.4944 (82.97); 2.4365 (16.00); 2.3392 (0.62); 2.3346 (1.23); 2.3301(1.66); 2.3256 (1.23); 2.1330 (0.87); 2.0985 (1.69); 2.0748 (5.93);1.9894 (4.40); 1.9097 (0.58); 1.8394 (0.58); 1.8270 (0.41); 1.7990(0.85); 1.7767 (0.80); 1.7681 (0.75); 1.7468 (0.38); 1.6999 (1.24);1.6301 (13.53); 1.5791 (0.78); 1.5713 (0.79); 1.5491 (0.77); 1.5413(0.72); 1.5156 (0.44); 1.3972 (0.81); 1.2346 (1.08); 1.1925 (1.21);1.1747 (2.40); 1.1569 (1.18); 0.8894 (0.34); −0.0002 (0.54)

Ex. I-49 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

7.9972 (4.77); 7.9763 (5.33); 7.9518 (0.62); 7.9287 (8.52); 7.6480(1.25); 7.6430 (2.05); 7.6273 (1.64); 7.6236 (2.14); 7.5485 (4.20);7.5284 (3.81); 7.4143 (0.63); 7.4098 (0.64); 7.3947 (1.76); 7.3877(1.02); 7.3759 (1.77); 7.3712 (1.61); 7.3417 (1.89); 7.3243 (5.05);7.3071 (2.47); 7.3038 (2.34); 6.9969 (1.33); 6.8598 (2.95); 6.7228(1.41); 6.2961 (4.12); 5.2649 (0.80); 5.2221 (2.59); 5.1775 (2.59);5.1344 (0.83); 4.9345 (0.37); 4.9288 (0.38); 4.3970 (0.77); 4.3648(0.84); 4.0376 (0.75); 4.0197 (1.23); 4.0020 (0.68); 3.9811 (0.83);3.5680 (0.83); 3.5243 (0.39); 3.4842 (5.65); 3.4402 (0.89); 3.3511(2030.22); 3.2668 (1.93); 3.2363 (1.23); 3.1746 (0.41); 3.1616 (0.37);2.8637 (0.60); 2.8353 (1.09); 2.8060 (0.69); 2.6767 (1.75); 2.6722(2.40); 2.6677 (1.77); 2.5423 (1.64); 2.5393 (1.69); 2.5256 (9.33);2.5209 (13.77); 2.5120 (139.02); 2.5077 (275.18); 2.5032 (354.87);2.4986 (256.90); 2.4943 (125.30); 2.4372 (14.65); 2.3344 (1.81); 2.3299(2.42); 2.3253 (1.79); 2.1821 (16.00); 2.1249 (0.81); 2.0980 (1.59);2.0747 (5.10); 1.9893 (3.14); 1.8382 (0.33); 1.8062 (0.37); 1.7863(0.72); 1.7783 (0.74); 1.7549 (0.72); 1.7260 (0.33); 1.6990 (1.09);1.6285 (11.23); 1.6003 (0.39); 1.5910 (0.43); 1.5688 (0.67); 1.5602(0.73); 1.5392 (0.71); 1.5295 (0.68); 1.5114 (0.41); 1.2343 (1.34);1.1923 (0.89); 1.1746 (1.71); 1.1567 (0.86); 0.8893 (0.40); −0.0002(0.90)

Ex. I-50 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0507 (5.75); 7.6724 (0.48); 7.6592 (0.52); 7.6502 (0.92); 7.6369(0.93); 7.6278 (0.59); 7.6144 (0.50); 7.3142 (1.67); 7.2899 (1.20);7.2864 (1.22); 7.2665 (0.63); 7.2625 (0.62); 7.1810 (2.39); 7.1677(1.15); 7.0478 (1.17); 7.0317 (2.61); 6.9069 (2.51); 6.8959 (1.35);6.0596 (0.82); 6.0387 (0.99); 6.0294 (0.96); 6.0083 (0.85); 5.7568(4.98); 5.4611 (0.56); 5.4187 (1.96); 5.3786 (1.96); 5.3359 (0.57);4.3710 (0.58); 4.3381 (0.60); 4.0555 (0.54); 4.0376 (1.65); 4.0199(1.70); 4.0020 (0.81); 3.9798 (0.93); 3.9492 (1.13); 3.9360 (0.95);3.9057 (0.76); 3.6227 (0.89); 3.6017 (0.88); 3.5790 (0.72); 3.5583(0.73); 3.5168 (16.00); 3.4319 (0.39); 3.4129 (0.48); 3.4033 (0.84);3.3945 (0.48); 3.3749 (0.44); 3.3186 (37.32); 3.2721 (0.78); 3.2430(0.45); 2.8721 (0.41); 2.8424 (0.73); 2.8145 (0.42); 2.6745 (0.52);2.6700 (0.70); 2.6659 (0.52); 2.5403 (0.49); 2.5233 (2.23); 2.5098(39.41); 2.5055 (77.57); 2.5011 (100.67); 2.4966 (72.91); 2.4924(35.75); 2.3322 (0.55); 2.3278 (0.73); 2.3232 (0.53); 2.1484 (0.54);2.1161 (1.06); 2.0820 (0.60); 1.9885 (7.11); 1.8259 (0.50); 1.8007(0.44); 1.5897 (0.48); 1.5679 (0.44); 1.1921 (1.95); 1.1743 (3.87);1.1565 (1.91); 0.0079 (1.54); −0.0002 (39.27); −0.0084 (1.49)

Ex. I-51 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0556 (5.53); 7.6263 (0.39); 7.6233 (0.37); 7.5970 (0.38); 7.5183(0.76); 7.5142 (0.91); 7.4972 (1.23); 7.4708 (0.72); 7.4662 (0.88);7.4553 (2.83); 7.4509 (3.33); 7.4365 (0.53); 7.4268 (1.03); 7.4208(0.68); 7.4083 (0.75); 7.4052 (0.57); 7.4017 (0.54); 7.3929 (0.37);7.3865 (0.34); 6.9988 (0.90); 6.8616 (2.24); 6.7245 (1.02); 6.2932(2.00); 6.0090 (0.72); 5.9896 (0.86); 5.9812 (0.85); 5.9617 (0.74);5.7561 (13.57); 5.2591 (0.42); 5.2168 (1.44); 5.1704 (1.41); 5.1278(0.42); 4.3845 (0.39); 4.3522 (0.42); 3.9982 (1.00); 3.9702 (1.25);3.9548 (1.06); 3.9269 (0.80); 3.5544 (16.00); 3.3878 (0.36); 3.3781(0.73); 3.3640 (1.15); 3.3444 (1.56); 3.3407 (1.37); 3.3234 (283.77);3.3006 (2.02); 3.2862 (0.49); 3.2543 (0.65); 2.8215 (0.50); 2.6749(0.54); 2.6703 (0.76); 2.6658 (0.58); 2.5405 (0.35); 2.5238 (2.32);2.5191 (3.26); 2.5104 (41.19); 2.5059 (85.51); 2.5013 (114.44); 2.4967(83.67); 2.4921 (40.93); 2.3326 (0.55); 2.3280 (0.76); 2.3235 (0.57);2.1852 (9.07); 2.1253 (0.39); 2.0953 (0.78); 2.0737 (2.12); 1.7872(0.36); 1.7661 (0.32); 1.5679 (0.32); 1.5578 (0.34); 1.5375 (0.35);1.5280 (0.37); 1.2343 (0.46); 0.0080 (0.63); −0.0002 (22.59); −0.0085(0.75)

Ex. I-52 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0458 (5.82); 8.0181 (2.17); 7.5876 (0.54); 7.5831 (0.81); 7.5677(2.25); 7.5631 (2.32); 7.5582 (2.19); 7.5386 (2.92); 7.5187 (1.43);7.4907 (2.07); 7.4861 (2.09); 7.4712 (1.22); 7.4666 (1.10); 7.0486(1.50); 7.0294 (1.82); 6.9980 (1.98); 6.8574 (1.12); 6.8411 (0.94);6.1918 (0.90); 6.1645 (1.30); 6.1615 (1.27); 6.1339 (0.95); 5.7544(6.26); 4.1778 (1.06); 4.1444 (1.13); 4.0557 (0.33); 4.0378 (0.99);4.0200 (0.99); 4.0023 (0.34); 3.8653 (0.72); 3.8344 (0.89); 3.8220(1.13); 3.7913 (0.93); 3.5952 (1.09); 3.5680 (1.06); 3.5519 (0.88);3.5294 (16.00); 3.5038 (0.37); 3.3497 (170.62); 3.3468 (168.14); 3.3343(235.75); 3.0108 (0.80); 2.9815 (1.43); 2.9528 (0.81); 2.6805 (0.35);2.6759 (0.74); 2.6713 (1.01); 2.6667 (0.76); 2.6623 (0.36); 2.5414(0.51); 2.5385 (0.47); 2.5247 (3.04); 2.5200 (4.37); 2.5113 (53.61);2.5068 (110.08); 2.5022 (146.26); 2.4976 (105.83); 2.4930 (50.84);2.3382 (0.35); 2.3335 (0.73); 2.3289 (1.01); 2.3244 (0.72); 2.3197(0.34); 2.2329 (9.08); 2.1104 (9.43); 2.0731 (0.95); 2.0667 (1.06);1.9885 (4.50); 1.6994 (0.32); 1.6707 (0.81); 1.6415 (0.77); 1.1924(1.23); 1.1746 (2.45); 1.1568 (1.20); −0.0002 (9.58)

Ex. I-53 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0126 (10.74); 8.0044 (0.33); 7.4015 (0.50); 7.3868 (6.29); 7.3803(3.89); 7.3715 (6.48); 7.3550 (1.20); 7.3511 (0.80); 7.3401 (2.26);7.3332 (1.64); 7.3277 (1.14); 7.3181 (1.60); 7.3099 (1.92); 7.3001(0.75); 7.1766 (4.01); 7.1662 (2.03); 7.0435 (1.91); 7.0303 (4.62);6.9057 (3.73); 6.8945 (2.28); 5.9978 (1.53); 5.9779 (1.85); 5.9701(1.80); 5.9501 (1.59); 5.4553 (0.83); 5.4128 (2.97); 5.3726 (2.95);5.3300 (0.87); 5.2030 (0.44); 5.1880 (0.88); 5.1732 (0.44); 5.0692(0.85); 4.7080 (9.99); 4.6733 (2.24); 4.6554 (0.67); 4.6448 (4.43);4.5978 (4.59); 4.5740 (0.53); 4.5692 (2.31); 4.5582 (0.47); 4.4629(0.43); 4.4582 (1.04); 4.4521 (1.09); 4.3620 (0.86); 4.3286 (0.88);4.2308 (6.02); 4.2286 (6.75); 4.2250 (6.92); 4.2226 (6.83); 4.2187(6.29); 4.2126 (5.63); 4.2011 (1.09); 4.1938 (8.90); 4.1829 (0.43);4.1651 (0.87); 4.1604 (0.54); 4.1561 (0.77); 4.1166 (0.41); 4.1109(0.45); 4.0457 (1.17); 4.0397 (1.23); 4.0308 (1.18); 4.0247 (1.20);3.9811 (1.01); 3.9776 (1.00); 3.9678 (0.74); 3.9644 (0.81); 3.9610(0.62); 3.9510 (0.96); 3.9474 (1.08); 3.9326 (1.78); 3.9047 (1.72);3.8892 (1.91); 3.8615 (1.61); 3.5531 (0.36); 3.5251 (2.21); 3.5191(4.63); 3.5133 (2.23); 3.4560 (1.01); 3.4500 (1.97); 3.4439 (1.02);3.4241 (0.35); 3.4181 (0.75); 3.4117 (0.68); 3.3995 (0.51); 3.3907(0.70); 3.3811 (1.21); 3.3716 (0.69); 3.3617 (0.53); 3.3520 (0.69);3.3422 (0.69); 3.3222 (242.22); 3.2984 (2.23); 3.2829 (2.23); 3.2629(2.97); 3.2495 (0.86); 3.2431 (1.36); 3.2396 (2.01); 3.2198 (1.86);2.8628 (0.59); 2.8326 (1.05); 2.8039 (0.58); 2.6749 (0.73); 2.6703(1.07); 2.6657 (0.77); 2.6610 (0.37); 2.5238 (2.69); 2.5191 (3.88);2.5103 (56.34); 2.5058 (119.09); 2.5012 (160.97); 2.4966 (118.57);2.4921 (58.81); 2.3372 (0.52); 2.3326 (0.96); 2.3280 (1.28); 2.3235(0.99); 2.3190 (0.57); 2.1301 (0.80); 2.0975 (1.65); 2.0761 (0.81);2.0739 (0.88); 2.0647 (1.17); 2.0550 (16.00); 2.0345 (0.41); 1.9885(0.40); 1.8803 (0.33); 1.8427 (0.34); 1.8366 (0.42); 1.8147 (0.72);1.8065 (0.78); 1.7838 (0.70); 1.7754 (0.68); 1.6021 (0.37); 1.5811(0.69); 1.5723 (0.77); 1.5512 (0.73); 1.5420 (0.71); 1.5202 (0.36);1.3355 (0.49); 1.2518 (1.38); 1.2387 (1.59); 0.0080 (1.29); −0.0002(49.62); −0.0085 (1.79)

Ex. I-54 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.1523 (2.53); 8.0471 (5.78); 7.5870 (0.59); 7.5824 (0.85); 7.5670(2.36); 7.5624 (2.45); 7.5578 (2.32); 7.5383 (3.04); 7.5184 (1.50);7.4904 (2.15); 7.4858 (2.16); 7.4709 (1.23); 7.4663 (1.12); 7.3308(2.05); 7.3253 (2.28); 7.2014 (1.61); 7.1805 (2.25); 7.0871 (1.67);7.0815 (1.63); 7.0669 (1.21); 7.0612 (1.19); 6.1914 (0.94); 6.1641(1.37); 6.1612 (1.37); 6.1336 (0.99); 5.7537 (6.09); 4.1770 (1.18);4.1436 (1.25); 4.0557 (0.51); 4.0380 (1.54); 4.0202 (1.56); 4.0024(0.54); 3.8644 (0.76); 3.8336 (0.94); 3.8211 (1.19); 3.7906 (0.98);3.5940 (1.15); 3.5668 (1.12); 3.5508 (0.92); 3.5286 (16.00); 3.3527(169.01); 3.3502 (170.89); 3.3406 (250.87); 3.2636 (0.40); 3.0401(0.89); 3.0101 (1.57); 2.9818 (0.90); 2.6763 (0.55); 2.6717 (0.80);2.6671 (0.57); 2.5418 (0.43); 2.5389 (0.39); 2.5251 (2.41); 2.5204(3.30); 2.5117 (40.30); 2.5072 (83.34); 2.5026 (111.70); 2.4979 (82.11);2.4934 (40.17); 2.3339 (0.55); 2.3293 (0.75); 2.3248 (0.57); 2.1555(11.75); 2.1075 (1.02); 2.0818 (1.16); 2.0732 (1.29); 1.9886 (7.00);1.7144 (0.35); 1.6859 (0.89); 1.6561 (0.84); 1.4066 (0.87); 1.2353(0.35); 1.1925 (1.89); 1.1747 (3.78); 1.1569 (1.83); −0.0002 (2.80)

Ex. I-55 Solvent: CD3CN, Spectrometer: 399.95 MHz

8.2627 (0.37); 7.7237 (9.96); 7.5185 (1.53); 7.5151 (1.65); 7.4979(2.68); 7.4596 (1.44); 7.4562 (1.71); 7.4499 (1.22); 7.4384 (3.30);7.4309 (3.17); 7.4270 (1.80); 7.4124 (1.74); 7.4081 (1.14); 7.3958(2.21); 7.3919 (2.29); 7.3774 (1.97); 7.3737 (2.17); 7.3590 (0.75);7.3554 (0.71); 7.0621 (2.28); 6.9503 (2.49); 6.9271 (4.73); 6.8575(3.93); 6.8135 (5.09); 6.7921 (2.37); 6.6767 (2.56); 6.0188 (1.81);5.9978 (1.99); 5.9909 (2.02); 5.9699 (1.87); 5.3019 (0.80); 5.2597(4.71); 5.2342 (4.66); 5.1986 (16.00); 4.5045 (0.97); 4.4711 (1.01);4.1156 (1.11); 4.0978 (3.38); 4.0799 (3.42); 4.0621 (1.16); 3.9591(2.78); 3.9311 (2.60); 3.9162 (3.73); 3.8883 (2.58); 3.4154 (0.46);3.4057 (0.89); 3.3962 (0.54); 3.3868 (0.99); 3.3770 (1.89); 3.3678(3.58); 3.3580 (0.81); 3.3470 (3.98); 3.3392 (0.76); 3.3249 (2.89);3.3164 (1.48); 3.3040 (2.53); 3.2876 (0.77); 3.2810 (0.73); 2.9267(0.83); 2.9198 (0.78); 2.8893 (1.28); 2.8626 (0.72); 2.8566 (0.72);2.2326 (407.13); 2.1497 (1.57); 2.1437 (1.50); 2.1374 (1.23); 2.1312(0.77); 2.1251 (0.50); 2.1167 (0.49); 2.0823 (33.19); 2.0746 (1.37);2.0017 (15.57); 1.9943 (3.08); 1.9880 (2.12); 1.9823 (31.69); 1.9762(60.64); 1.9700 (87.35); 1.9638 (60.83); 1.9576 (31.78); 1.9317 (0.67);1.9198 (0.68); 1.9012 (0.99); 1.8912 (1.03); 1.8694 (0.90); 1.8601(0.89); 1.8387 (0.47); 1.8292 (0.39); 1.8046 (0.45); 1.7984 (0.60);1.7922 (0.44); 1.7689 (0.46); 1.7578 (0.51); 1.7379 (0.95); 1.7279(1.01); 1.7069 (0.90); 1.6961 (0.89); 1.6770 (0.42); 1.6663 (0.38);1.3052 (0.32); 1.3008 (0.34); 1.2507 (4.14); 1.2329 (8.10); 1.2151(4.07)

Ex. I-56 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0338 (6.14); 8.0183 (7.46); 7.4379 (0.96); 7.4358 (0.95); 7.4278(1.06); 7.4216 (2.08); 7.4178 (2.31); 7.4129 (2.21); 7.4060 (1.43);7.3933 (1.85); 7.3840 (2.85); 7.3731 (1.74); 7.3665 (6.53); 7.3539(5.06); 7.3456 (2.29); 7.3423 (1.69); 7.3098 (2.18); 7.1765 (5.02);7.1651 (2.50); 7.0434 (2.41); 7.0292 (5.76); 6.9057 (4.84); 6.8933(2.79); 6.0757 (0.85); 6.0681 (1.07); 6.0548 (1.07); 6.0475 (2.00);6.0410 (1.31); 6.0270 (0.94); 6.0196 (1.10); 5.4565 (1.14); 5.4137(3.83); 5.3712 (3.83); 5.3287 (1.19); 4.3904 (1.46); 4.3571 (2.59);4.3298 (1.18); 4.2933 (1.10); 4.2600 (2.68); 4.2310 (2.71); 4.1980(1.06); 4.1311 (1.78); 4.0975 (1.44); 4.0555 (1.19); 4.0377 (3.54);4.0199 (3.59); 4.0021 (1.31); 3.9796 (1.05); 3.9524 (2.38); 3.9250(1.91); 3.9089 (1.97); 3.8816 (1.70); 3.7588 (0.41); 3.7458 (1.44);3.7341 (2.05); 3.7282 (2.66); 3.7163 (3.35); 3.7063 (2.37); 3.6948(1.06); 3.6899 (0.75); 3.6846 (1.03); 3.6802 (0.62); 3.6683 (0.37);3.6578 (0.32); 3.5066 (0.39); 3.4948 (0.41); 3.4605 (0.82); 3.4486(0.71); 3.4126 (2.31); 3.3426 (2249.46); 3.3023 (7.89); 3.2864 (40.00);3.2638 (4.14); 3.2590 (4.07); 3.2428 (2.36); 3.2337 (1.89); 3.1926(1.16); 3.1782 (1.16); 3.1748 (1.19); 3.1712 (1.28); 3.1592 (1.70);3.1531 (1.19); 3.1447 (1.35); 3.1379 (1.73); 3.1271 (1.04); 3.1231(1.15); 3.1195 (1.14); 3.1056 (0.87); 3.0913 (0.36); 2.9851 (0.85);2.9747 (1.52); 2.9639 (0.90); 2.9513 (0.73); 2.9411 (1.20); 2.9303(0.65); 2.9002 (0.68); 2.8900 (1.42); 2.8786 (0.76); 2.8665 (1.22);2.8564 (1.28); 2.8318 (1.49); 2.8043 (0.88); 2.6803 (0.97); 2.6759(2.11); 2.6714 (2.97); 2.6669 (2.20); 2.6624 (1.10); 2.5416 (1.59);2.5388 (1.32); 2.5248 (8.52); 2.5201 (12.03); 2.5113 (151.12); 2.5069(315.17); 2.5023 (424.24); 2.4977 (313.94); 2.4933 (156.51); 2.3380(0.98); 2.3336 (2.09); 2.3290 (2.93); 2.3245 (2.21); 2.3201 (1.13);2.1309 (1.00); 2.0981 (2.06); 2.0732 (2.80); 2.0645 (1.18); 1.9885(16.00); 1.8392 (0.46); 1.8175 (0.91); 1.8096 (0.97); 1.7863 (0.88);1.7784 (0.84); 1.7576 (0.38); 1.6856 (0.61); 1.6123 (0.38); 1.6022(0.47); 1.5807 (0.90); 1.5712 (1.01); 1.5503 (0.90); 1.5418 (0.90);1.5198 (0.40); 1.5107 (0.34); 1.2351 (1.16); 1.1923 (4.26); 1.1745(8.36); 1.1568 (4.14); 0.8536 (0.34); −0.0002 (0.84)

Ex. I-57 Solvent: CD3CN, Spectrometer: 399.95 MHz

7.7119 (4.70); 7.5390 (0.74); 7.5362 (0.77); 7.5194 (1.26); 7.4678(0.50); 7.4636 (0.57); 7.4503 (0.81); 7.4462 (1.05); 7.4306 (1.00);7.4274 (0.90); 7.4149 (1.69); 7.4118 (1.11); 7.3959 (1.12); 7.3923(1.13); 7.3758 (0.90); 7.3593 (0.34); 7.0340 (1.00); 6.9215 (1.07);6.8990 (2.06); 6.8283 (1.69); 6.7847 (2.19); 6.7640 (1.03); 6.6479(1.11); 6.0625 (0.79); 6.0405 (0.92); 6.0351 (0.92); 6.0130 (0.82);5.4486 (2.97); 5.2752 (0.37); 5.2328 (1.98); 5.2057 (1.97); 5.1633(0.36); 4.6263 (1.09); 4.5914 (2.05); 4.5192 (2.16); 4.4841 (1.53);4.4480 (0.44); 3.9643 (0.95); 3.9367 (1.11); 3.9208 (1.52); 3.8933(1.43); 3.8376 (1.48); 3.8238 (3.07); 3.8103 (2.03); 3.3948 (16.00);3.3750 (1.48); 3.3605 (0.63); 3.3508 (2.03); 3.3355 (1.95); 3.3318(1.68); 3.3213 (2.51); 3.3093 (1.49); 3.2927 (0.55); 3.2820 (0.79);3.2581 (0.35); 2.8566 (0.54); 2.2049 (173.16); 2.1713 (1.03); 2.1208(0.56); 2.1146 (0.50); 2.1082 (0.39); 1.9651 (1.68); 1.9591 (1.50);1.9532 (12.46); 1.9470 (23.29); 1.9409 (32.44); 1.9347 (22.47); 1.9285(11.66); 1.8744 (0.41); 1.8645 (0.42); 1.8426 (0.37); 1.8332 (0.37);1.7086 (0.40); 1.6984 (0.41); 1.6774 (0.38); 1.6671 (0.37); −0.0002(0.43)

Ex. I-58 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0460 (11.12); 7.4923 (2.15); 7.4855 (2.31); 7.4703 (2.61); 7.4635(2.90); 7.3348 (4.21); 7.3282 (3.87); 7.3116 (1.80); 7.2623 (5.28);7.2401 (4.38); 7.1783 (4.26); 7.1690 (2.02); 7.0452 (2.07); 7.0330(4.74); 6.9085 (3.84); 6.8972 (2.32); 5.8820 (1.52); 5.8649 (1.76);5.8542 (1.71); 5.8371 (1.55); 5.7593 (9.93); 5.4595 (1.00); 5.4169(3.12); 5.3740 (3.11); 5.3313 (0.99); 5.2636 (16.00); 5.2340 (0.33);4.3623 (0.89); 4.3290 (0.93); 4.0555 (0.51); 4.0376 (1.55); 4.0198(1.57); 4.0020 (0.59); 3.9795 (0.83); 3.9439 (2.43); 3.9159 (1.91);3.9006 (2.13); 3.8728 (1.70); 3.4161 (0.34); 3.4068 (0.62); 3.3973(0.46); 3.3873 (0.78); 3.3779 (1.38); 3.3686 (0.82); 3.3584 (0.67);3.3487 (1.09); 3.3300 (100.26); 3.3040 (2.42); 3.2879 (0.77); 3.2779(1.99); 3.2608 (2.85); 3.2300 (0.65); 3.2084 (0.43); 3.1731 (0.42);2.8632 (0.55); 2.8571 (0.65); 2.8304 (1.10); 2.8267 (1.12); 2.7995(0.64); 2.6712 (0.41); 2.5246 (1.09); 2.5112 (21.74); 2.5067 (44.31);2.5021 (59.27); 2.4976 (42.68); 2.4931 (20.06); 2.3289 (0.41); 2.1249(0.75); 2.0906 (1.60); 2.0559 (0.89); 1.9894 (6.73); 1.8332 (0.32);1.8131 (0.71); 1.8046 (0.74); 1.7826 (0.70); 1.7738 (0.64); 1.5968(0.36); 1.5761 (0.72); 1.5665 (0.79); 1.5453 (0.73); 1.5360 (0.70);1.1924 (1.84); 1.1746 (3.68); 1.1568 (1.79); 0.0080 (0.47); −0.0002(13.59); −0.0085 (0.43)

Ex. I-59 Solvent: DMSO-d₆, Spectrometer: 399.95 MHz

8.0704 (5.84); 7.5658 (0.87); 7.5594 (1.02); 7.5438 (1.76); 7.5374(2.28); 7.5037 (3.81); 7.4936 (2.67); 7.4872 (2.27); 7.4818 (2.02);7.3141 (0.96); 7.1808 (2.24); 7.1702 (1.07); 7.0477 (1.09); 7.0342(2.49); 6.9096 (2.19); 6.8984 (1.24); 5.9877 (0.88); 5.9686 (1.04);5.9598 (1.01); 5.9406 (0.90); 5.7593 (7.54); 5.4636 (0.55); 5.4209(1.74); 5.3767 (1.71); 5.3339 (0.54); 4.3678 (0.51); 4.3349 (0.53);4.0557 (0.33); 4.0379 (1.00); 4.0199 (1.38); 4.0023 (0.44); 3.9895(1.33); 3.9742 (1.39); 3.9462 (1.36); 3.5920 (16.00); 3.5574 (0.32);3.4234 (1.17); 3.4043 (1.19); 3.3894 (0.79); 3.3800 (1.33); 3.3704(0.35); 3.3609 (1.30); 3.3296 (21.94); 3.2933 (0.39); 3.2627 (0.67);3.2341 (0.37); 2.8617 (0.36); 2.8311 (0.63); 2.8041 (0.36); 2.5248(0.32); 2.5113 (7.66); 2.5069 (15.93); 2.5024 (21.57); 2.4978 (16.00);2.4934 (7.86); 2.1328 (0.43); 2.0992 (0.92); 2.0632 (0.51); 1.9896(4.33); 1.8196 (0.39); 1.8113 (0.42); 1.7893 (0.39); 1.7809 (0.36);1.5805 (0.40); 1.5712 (0.44); 1.5502 (0.41); 1.5410 (0.39); 1.1926(1.20); 1.1748 (2.40); 1.1570 (1.17); −0.0002 (2.03)

Ex. I-60 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.5181 (3.89); 8.0345 (5.47); 7.5641 (0.96); 7.5447 (1.49); 7.4987(0.51); 7.4853 (0.59); 7.4788 (0.90); 7.4652 (0.87); 7.4588 (0.50);7.4448 (0.41); 7.3522 (0.65); 7.3314 (0.59); 7.3267 (0.72); 7.3136(0.92); 7.3061 (0.56); 7.1806 (1.99); 7.1670 (0.93); 7.0472 (0.98);7.0310 (2.25); 6.9066 (1.98); 6.8952 (1.12); 6.2255 (0.60); 6.1979(0.93); 6.1703 (0.62); 5.7549 (5.04); 5.4602 (0.40); 5.4175 (1.48);5.3775 (1.49); 5.3341 (0.43); 4.3709 (0.42); 4.3347 (0.42); 4.0381(0.47); 4.0201 (0.47); 4.0021 (0.34); 3.9874 (0.40); 3.9582 (0.45);3.9297 (0.51); 3.9067 (16.00); 3.8874 (0.55); 3.8831 (0.56); 3.8570(0.46); 3.4788 (0.61); 3.4524 (0.62); 3.4341 (0.67); 3.4110 (0.77);3.4038 (0.69); 3.3941 (0.42); 3.3842 (0.33); 3.3740 (0.40); 3.3270(223.89); 3.3037 (1.83); 3.2756 (0.58); 3.2452 (0.35); 2.8483 (0.59);2.6706 (0.35); 2.5237 (0.55); 2.5057 (39.36); 2.5017 (53.52); 2.4980(37.72); 2.3281 (0.36); 2.1510 (0.37); 2.1178 (0.76); 2.0827 (0.45);2.0734 (0.90); 1.9884 (2.05); 1.8262 (0.38); 1.5988 (0.36); 1.5895(0.38); 1.5665 (0.35); 1.1923 (0.56); 1.1744 (1.07); 1.1567 (0.51);−0.0002 (0.70)

Ex. I-61 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

9.9006 (0.39); 8.7856 (0.65); 8.6549 (0.38); 8.2190 (0.39); 8.0730(0.44); 8.0597 (7.90); 7.5150 (1.26); 7.4978 (2.03); 7.4761 (0.33);7.4708 (1.17); 7.4664 (1.47); 7.4597 (2.25); 7.4524 (4.76); 7.4410(0.78); 7.4285 (1.61); 7.4216 (1.02); 7.4137 (0.84); 7.4099 (1.11);7.4023 (0.75); 7.3960 (0.58); 7.3879 (0.48); 6.4976 (4.78); 6.0279(1.11); 6.0088 (1.27); 6.0001 (1.18); 5.9811 (1.09); 5.7546 (2.27);5.3500 (0.81); 5.3076 (2.45); 5.2561 (2.59); 5.2136 (0.83); 4.3850(0.69); 4.3550 (0.73); 4.0561 (0.95); 4.0383 (2.96); 4.0205 (3.08);4.0065 (1.18); 4.0028 (1.40); 3.9785 (1.66); 3.9630 (1.75); 3.9350(1.21); 3.5538 (0.66); 3.4101 (0.61); 3.3998 (0.45); 3.3892 (0.76);3.3810 (2.31); 3.3713 (0.86); 3.3618 (1.89); 3.3384 (109.04); 3.3327(213.96); 3.3190 (3.36); 3.2860 (0.72); 3.2739 (1.20); 3.2661 (1.69);3.2626 (1.56); 3.2542 (1.99); 3.2470 (0.72); 3.2425 (1.10); 3.2346(1.36); 3.2228 (0.62); 2.8627 (0.54); 2.8334 (0.87); 2.8052 (0.49);2.6713 (0.41); 2.5250 (0.59); 2.5108 (21.58); 2.5066 (41.82); 2.5023(58.21); 2.4981 (40.48); 2.4938 (20.30); 2.3666 (0.36); 2.3290 (0.41);2.2072 (16.00); 2.1942 (0.95); 2.1328 (0.69); 2.1019 (1.33); 2.0734(1.43); 1.9887 (13.29); 1.8231 (0.58); 1.8132 (0.62); 1.7912 (0.57);1.5989 (0.33); 1.5778 (0.56); 1.5674 (0.58); 1.5463 (0.58); 1.5378(0.56); 1.2766 (0.33); 1.2618 (1.03); 1.2533 (1.59); 1.2490 (1.72);1.2435 (1.55); 1.2335 (1.77); 1.2293 (1.70); 1.2244 (1.31); 1.2150(0.51); 1.2073 (0.45); 1.1926 (3.69); 1.1748 (7.41); 1.1638 (0.60);1.1570 (3.85); 1.1524 (0.82); 1.1436 (0.84); 1.1392 (1.64); 1.1281(2.02); 1.1172 (1.51); 1.1083 (0.77); 1.1012 (0.55); 1.0912 (0.32);−0.0002 (0.76)

Ex. I-62 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

12.2016 (0.36); 8.0570 (5.83); 7.5158 (1.11); 7.4975 (1.59); 7.4773(0.43); 7.4707 (0.93); 7.4664 (0.92); 7.4551 (3.16); 7.4507 (3.82);7.4355 (0.75); 7.4263 (1.24); 7.4082 (1.02); 7.3936 (0.55); 7.3863(0.43); 7.1292 (0.39); 6.4974 (3.47); 6.0092 (0.81); 5.9901 (1.07);5.9810 (0.96); 5.9615 (1.02); 5.7554 (2.66); 5.3505 (0.74); 5.3072(1.97); 5.2558 (1.83); 5.2128 (0.74); 4.3815 (0.61); 4.3541 (0.73);4.0375 (0.36); 4.0192 (0.47); 3.9986 (1.18); 3.9861 (0.74); 3.9710(1.17); 3.9554 (1.61); 3.9273 (0.99); 3.7205 (0.68); 3.5536 (16.00);3.5166 (0.50); 3.4117 (0.63); 3.3904 (0.76); 3.3819 (1.12); 3.3644(1.68); 3.3478 (7.73); 3.3233 (950.73); 3.2622 (1.19); 3.2337 (0.80);3.2149 (0.38); 3.2008 (0.37); 2.8635 (0.65); 2.8486 (0.39); 2.8344(0.76); 2.8021 (0.59); 2.6904 (0.44); 2.6750 (1.54); 2.6704 (2.18);2.6666 (1.50); 2.5407 (1.14); 2.5238 (3.87); 2.5056 (247.76); 2.5014(339.80); 2.4972 (241.82); 2.3719 (0.39); 2.3280 (2.01); 2.3236 (1.47);2.2064 (11.63); 2.1285 (0.66); 2.1031 (1.08); 2.0855 (2.04); 2.0733(1.58); 1.9886 (1.57); 1.9082 (0.60); 1.8497 (0.39); 1.8239 (0.59);1.8141 (0.70); 1.7940 (0.51); 1.7800 (0.62); 1.5719 (0.52); 1.5452(0.49); 1.5396 (0.50); 1.3356 (0.37); 1.2975 (0.39); 1.2356 (1.30);1.2142 (0.53); 1.1919 (0.47); 1.1746 (0.88); 1.1576 (0.49); 1.1262(1.17); 1.1094 (0.88); 0.9937 (0.50); 0.9773 (0.36); 0.9398 (0.49);0.9227 (0.92); 0.9049 (0.52); 0.8517 (0.42); −0.0002 (8.92); −3.2437(0.37)

Ex. I-63 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0323 (11.61); 7.4199 (1.00); 7.4156 (1.23); 7.3969 (2.07); 7.3767(3.97); 7.3580 (2.70); 7.3542 (2.03); 7.3131 (1.77); 7.2179 (3.31);7.1983 (2.77); 7.1798 (4.26); 7.1725 (2.14); 7.1161 (1.77); 7.0976(3.09); 7.0789 (1.44); 7.0468 (2.03); 7.0365 (4.95); 6.9137 (3.98);6.9007 (2.33); 5.9041 (1.52); 5.8863 (1.75); 5.8765 (1.72); 5.8584(1.57); 5.7619 (10.05); 5.4619 (1.05); 5.4192 (3.22); 5.3761 (3.15);5.3334 (1.06); 5.2468 (16.00); 4.3622 (0.91); 4.3290 (0.95); 4.0547(0.62); 4.0369 (1.92); 4.0191 (1.94); 4.0013 (0.70); 3.9785 (0.84);3.9449 (0.92); 3.9206 (1.69); 3.8926 (1.96); 3.8776 (2.17); 3.8497(1.77); 3.4047 (1.58); 3.3723 (293.23); 3.3690 (261.26); 3.3664(285.62); 3.2911 (2.77); 3.2732 (2.40); 3.2564 (1.47); 3.2482 (2.46);3.2302 (2.51); 2.8554 (0.68); 2.8249 (1.17); 2.7981 (0.68); 2.6780(0.48); 2.6736 (0.66); 2.6690 (0.49); 2.5437 (0.32); 2.5269 (1.01);2.5222 (1.68); 2.5135 (34.32); 2.5090 (73.90); 2.5045 (98.84); 2.4999(69.67); 2.4953 (32.50); 2.3358 (0.48); 2.3311 (0.66); 2.3265 (0.48);2.1223 (0.79); 2.0895 (1.67); 2.0771 (3.02); 2.0556 (0.93); 1.9904(8.99); 1.8324 (0.37); 1.8116 (0.74); 1.8027 (0.82); 1.7806 (0.76);1.7718 (0.68); 1.5928 (0.37); 1.5725 (0.73); 1.5624 (0.82); 1.5415(0.77); 1.5326 (0.74); 1.5114 (0.32); 1.1921 (2.38); 1.1743 (4.71);1.1565 (2.32); −0.0002 (2.37)

Ex. I-64 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0515 (11.26); 8.0009 (0.32); 7.5154 (2.02); 7.4979 (3.18); 7.4701(1.93); 7.4654 (2.56); 7.4586 (3.95); 7.4515 (6.91); 7.4398 (1.21);7.4276 (2.26); 7.4207 (1.62); 7.4126 (1.34); 7.4092 (1.73); 7.4015(1.20); 7.3953 (0.82); 7.3872 (0.77); 7.3049 (1.90); 7.1716 (4.43);7.1573 (2.16); 7.0384 (2.23); 7.0214 (4.90); 6.8995 (4.33); 6.8854(2.37); 6.0255 (1.69); 6.0058 (2.05); 5.9976 (1.91); 5.9781 (1.67);5.4501 (0.91); 5.4071 (3.23); 5.3647 (3.20); 5.3234 (0.87); 4.3626(1.06); 4.3295 (1.12); 4.0569 (1.39); 4.0392 (3.76); 4.0214 (3.92);4.0034 (2.98); 3.9751 (2.83); 3.9595 (2.85); 3.9318 (2.35); 3.8410(0.35); 3.8049 (0.35); 3.7566 (0.38); 3.6799 (0.48); 3.5379 (0.80);3.4137 (3.47); 3.3803 (8.56); 3.3237 (3309.80); 3.2742 (4.46); 3.2627(4.06); 3.2547 (3.16); 3.2426 (3.90); 3.2310 (2.69); 3.2231 (1.95);3.2111 (1.12); 3.1950 (0.37); 2.8667 (0.71); 2.8385 (1.19); 2.8097(0.71); 2.6750 (1.01); 2.6704 (1.32); 2.6656 (0.99); 2.5663 (0.64);2.5402 (1.92); 2.5101 (79.14); 2.5057 (147.64); 2.5013 (193.09); 2.4969(134.97); 2.4925 (65.81); 2.3328 (0.97); 2.3279 (1.35); 2.3231 (0.94);2.1328 (0.96); 2.0987 (1.88); 2.0686 (3.91); 1.9868 (16.00); 1.8381(0.43); 1.8091 (0.89); 1.7849 (0.78); 1.6042 (0.44); 1.5727 (0.82);1.5530 (0.81); 1.5445 (0.77); 1.3982 (1.09); 1.2896 (0.35); 1.2775(0.56); 1.2618 (1.55); 1.2532 (3.06); 1.2492 (3.05); 1.2439 (2.66);1.2335 (3.09); 1.2293 (2.96); 1.2248 (2.25); 1.2151 (0.90); 1.2080(0.88); 1.1928 (4.67); 1.1750 (9.08); 1.1657 (1.23); 1.1572 (4.92);1.1417 (2.84); 1.1312 (3.24); 1.1199 (2.58); 1.1111 (1.32); 1.1041(0.83); 1.0938 (0.62); 1.0336 (0.79); −0.0002 (0.80)

Ex. I-65 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0533 (0.76); 7.4238 (0.35); 7.0221 (0.35); 3.7167 (0.55); 3.6984(0.56); 3.4921 (16.00); 3.1147 (0.47); 3.1026 (0.56); 3.0965 (1.48);3.0844 (1.50); 3.0783 (1.55); 3.0662 (1.47); 3.0602 (0.59); 3.0481(0.48); 2.5106 (3.51); 2.5062 (6.52); 2.5018 (8.50); 2.4974 (5.92);2.4930 (2.87); 2.4439 (0.32); 2.4253 (0.93); 2.4068 (0.95); 2.3883(0.33); 1.4461 (0.55); 1.4278 (1.16); 1.4094 (0.54); 1.2074 (2.95);1.1892 (5.92); 1.1710 (2.79); 1.0879 (1.00); 1.0694 (1.95); 1.0508(0.93); −0.0002 (0.53)

Ex. I-66 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0504 (5.83); 7.3898 (1.94); 7.3700 (2.50); 7.2602 (2.44); 7.2300(1.38); 7.2098 (1.08); 6.4993 (3.05); 5.9571 (0.83); 5.9373 (0.98);5.9295 (0.97); 5.9096 (0.86); 5.7590 (8.28); 5.3552 (0.67); 5.3125(1.93); 5.2607 (1.91); 5.2180 (0.65); 4.3877 (0.53); 4.3545 (0.56);4.0377 (0.87); 4.0199 (0.89); 4.0020 (0.41); 3.9865 (0.49); 3.9568(1.28); 3.9291 (1.00); 3.9136 (1.10); 3.8858 (0.90); 3.5397 (16.00);3.5046 (0.67); 3.4094 (0.36); 3.3899 (0.42); 3.3806 (0.75); 3.3712(0.44); 3.3619 (0.34); 3.3517 (0.43); 3.3383 (1.16); 3.3273 (10.92);3.3186 (1.20); 3.3034 (0.97); 3.2949 (1.26); 3.2752 (1.05); 3.2618(0.71); 3.2327 (0.38); 2.8596 (0.37); 2.8292 (0.65); 2.8022 (0.37);2.5107 (7.29); 2.5063 (15.44); 2.5018 (21.55); 2.4973 (16.30); 2.4930(8.09); 2.3444 (9.33); 2.2063 (11.03); 2.1939 (0.82); 2.1301 (0.48);2.0976 (0.98); 2.0695 (0.53); 1.9893 (3.72); 1.8225 (0.42); 1.8144(0.45); 1.7922 (0.41); 1.7835 (0.38); 1.5759 (0.41); 1.5666 (0.46);1.5452 (0.42); 1.5365 (0.40); 1.1923 (1.01); 1.1745 (2.01); 1.1567(0.99); 0.0080 (0.61); −0.0002 (19.18); −0.0084 (0.73)

Ex. I-67 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0550 (5.79); 7.3348 (1.81); 7.3140 (4.37); 7.3077 (2.13); 7.3029(2.33); 7.2656 (1.50); 7.2609 (1.29); 7.2443 (0.96); 7.2405 (0.84);7.1806 (2.32); 7.1697 (1.15); 7.0475 (1.14); 7.0337 (2.58); 6.9091(2.40); 6.8980 (1.31); 5.9660 (0.92); 5.9459 (1.10); 5.9381 (1.07);5.9180 (0.95); 5.7589 (7.33); 5.4636 (0.59); 5.4209 (1.86); 5.3766(1.87); 5.3340 (0.59); 4.3682 (0.55); 4.3351 (0.58); 4.0376 (0.76);4.0198 (0.78); 4.0019 (0.35); 3.9802 (1.29); 3.9520 (1.52); 3.9367(1.33); 3.9086 (0.95); 3.5210 (16.00); 3.4837 (0.51); 3.4174 (0.37);3.3978 (0.44); 3.3886 (0.77); 3.3793 (0.47); 3.3562 (1.26); 3.3357(1.44); 3.3273 (17.59); 3.3127 (1.08); 3.2927 (1.33); 3.2628 (0.72);3.2339 (0.40); 2.8617 (0.38); 2.8309 (0.68); 2.8041 (0.39); 2.5106(9.40); 2.5063 (19.21); 2.5018 (26.17); 2.4973 (19.61); 2.4931 (9.59);2.3198 (10.18); 2.1324 (0.47); 2.0992 (1.00); 2.0650 (0.55); 1.9892(3.20); 1.8197 (0.43); 1.8115 (0.46); 1.7891 (0.43); 1.7806 (0.40);1.5802 (0.43); 1.5712 (0.48); 1.5494 (0.44); 1.5403 (0.42); 1.1922(0.88); 1.1744 (1.74); 1.1566 (0.86); 0.0080 (0.36); −0.0002 (9.91);−0.0084 (0.35)

Ex. I-68 Solvent: CD3CN, Spectrometer: 399.95 MHz

7.6986 (16.00); 7.6910 (0.40); 7.4036 (1.69); 7.3897 (1.87); 7.3838(3.23); 7.3701 (3.34); 7.3638 (2.57); 7.3500 (2.43); 7.2306 (5.11);7.2118 (3.92); 7.1700 (2.49); 7.1491 (2.19); 7.1471 (2.22); 7.1416(2.60); 7.1209 (2.06); 7.0345 (3.69); 6.9209 (4.01); 6.8995 (7.50);6.8283 (6.77); 6.7841 (8.07); 6.7645 (3.79); 6.6472 (4.11); 6.0571(2.12); 6.0300 (3.58); 6.0017 (2.23); 5.4468 (0.43); 5.2766 (1.37);5.2344 (7.69); 5.2078 (7.72); 5.1827 (0.40); 5.1656 (1.40); 4.7245(3.37); 4.6956 (9.78); 4.6701 (9.81); 4.6413 (3.26); 4.4874 (1.75);4.4537 (1.79); 4.1883 (0.46); 4.1820 (0.71); 4.1725 (14.37); 4.1672(14.29); 4.1321 (0.37); 4.1287 (0.79); 4.1226 (0.77); 4.0857 (0.54);4.0678 (1.49); 4.0500 (1.48); 4.0321 (0.52); 3.9288 (1.61); 3.8945(1.83); 3.8451 (1.75); 3.8398 (1.73); 3.8151 (1.77); 3.8098 (1.80);3.8022 (2.36); 3.7969 (2.36); 3.7721 (2.18); 3.7669 (2.20); 3.5361(2.64); 3.5334 (2.81); 3.5214 (0.38); 3.5108 (2.59); 3.5082 (2.63);3.4933 (2.00); 3.4905 (2.05); 3.4679 (1.92); 3.4652 (2.00); 3.4009(0.72); 3.3916 (1.45); 3.3819 (0.89); 3.3726 (1.59); 3.3629 (3.06);3.3533 (1.69); 3.3440 (1.02); 3.3340 (1.97); 3.3293 (1.65); 3.3236(1.99); 3.2929 (2.33); 3.2748 (0.78); 3.2643 (1.34); 3.2576 (1.21);2.9009 (1.12); 2.8941 (1.27); 2.8678 (2.11); 2.8631 (2.18); 2.8371(1.28); 2.8305 (1.19); 2.7290 (3.98); 2.7230 (7.92); 2.7171 (3.96);2.6187 (0.34); 2.2148 (9.94); 2.1363 (2.33); 2.1132 (0.77); 2.1069(0.73); 2.1008 (0.59); 2.0944 (0.46); 2.0667 (0.49); 2.0584 (0.36);2.0526 (0.38); 1.9716 (6.63); 1.9638 (1.90); 1.9576 (2.26); 1.9518(18.59); 1.9457 (34.92); 1.9395 (49.02); 1.9333 (34.13); 1.9271 (17.98);1.9076 (1.24); 1.8877 (1.76); 1.8779 (1.80); 1.8558 (1.61); 1.8463(1.56); 1.8261 (0.76); 1.8158 (0.73); 1.7741 (0.37); 1.7680 (0.48);1.7617 (0.42); 1.7528 (0.81); 1.7423 (0.85); 1.7222 (1.63); 1.7124(1.68); 1.6912 (1.57); 1.6808 (1.54); 1.6611 (0.72); 1.6501 (0.65);1.4362 (0.54); 1.3716 (0.35); 1.2848 (0.37); 1.2761 (0.38); 1.2698(0.40); 1.2212 (1.90); 1.2034 (3.52); 1.1855 (1.79); 0.0080 (1.24);−0.0002 (42.30); −0.0086 (1.68)

Ex. I-69 Solvent: CD3CN, Spectrometer: 399.95 MHz

7.7240 (0.44); 7.7077 (16.00); 7.4221 (1.59); 7.4082 (1.77); 7.4024(3.25); 7.3886 (3.32); 7.3822 (2.53); 7.3683 (2.35); 7.2675 (4.90);7.2492 (3.64); 7.1890 (2.34); 7.1871 (2.31); 7.1683 (2.10); 7.1661(2.14); 7.1610 (2.53); 7.1589 (2.42); 7.1401 (1.99); 7.1383 (1.93);7.0352 (3.65); 6.9211 (3.91); 6.9002 (7.47); 6.8284 (6.39); 6.7843(7.89); 6.7651 (3.80); 6.6475 (4.01); 6.0324 (2.28); 6.0048 (3.36);5.9770 (2.38); 5.2776 (1.40); 5.2350 (8.70); 5.2080 (8.30); 5.2022(12.23); 5.1928 (11.14); 5.1653 (1.55); 5.1612 (2.04); 4.4873 (1.63);4.4537 (1.70); 4.0855 (0.46); 4.0677 (1.40); 4.0498 (1.41); 4.0320(0.48); 3.9279 (1.56); 3.8927 (1.73); 3.8766 (2.00); 3.8715 (1.84);3.8464 (1.75); 3.8414 (1.82); 3.8335 (2.31); 3.8284 (2.35); 3.8034(2.10); 3.7985 (2.16); 3.5579 (2.47); 3.5553 (2.50); 3.5324 (2.48);3.5299 (2.49); 3.5149 (1.92); 3.5123 (1.95); 3.4894 (1.87); 3.4868(1.91); 3.3953 (0.68); 3.3857 (1.42); 3.3760 (0.87); 3.3666 (1.56);3.3570 (3.02); 3.3474 (1.61); 3.3379 (1.02); 3.3280 (2.60); 3.3199(1.93); 3.2912 (2.23); 3.2623 (1.23); 3.2556 (1.14); 2.8982 (1.07);2.8913 (1.21); 2.8649 (2.02); 2.8605 (2.08); 2.8343 (1.20); 2.8277(1.12); 2.2152 (1.37); 2.1600 (24.21); 2.1312 (1.75); 2.0363 (0.46);2.0002 (48.58); 1.9715 (6.47); 1.9636 (1.06); 1.9575 (1.17); 1.9517(8.47); 1.9455 (15.87); 1.9393 (22.29); 1.9331 (15.57); 1.9269 (8.12);1.9138 (0.84); 1.9033 (0.78); 1.8831 (1.45); 1.8733 (1.51); 1.8516(1.37); 1.8420 (1.33); 1.8218 (0.56); 1.8112 (0.50); 1.7488 (0.64);1.7382 (0.73); 1.7184 (1.46); 1.7083 (1.53); 1.6869 (1.40); 1.6770(1.35); 1.6569 (0.59); 1.6463 (0.53); 1.4353 (0.33); 1.3721 (0.36);1.2759 (0.42); 1.2208 (1.73); 1.2030 (3.40); 1.1852 (1.69); 0.0080(0.74); −0.0002 (19.49); −0.0086 (0.74)

Ex. I-70 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0605 (5.72); 7.5684 (2.18); 7.5656 (2.17); 7.5353 (0.45); 7.5134(5.02); 7.5085 (2.66); 7.4873 (0.34); 7.3118 (0.95); 7.1785 (2.20);7.1672 (1.05); 7.0453 (1.07); 7.0311 (2.44); 6.9068 (2.16); 6.8954(1.20); 5.9811 (0.96); 5.9622 (1.11); 5.9533 (1.07); 5.9342 (0.95);5.7568 (4.65); 5.4597 (0.52); 5.4171 (1.70); 5.3738 (1.68); 5.3314(0.52); 4.3649 (0.50); 4.3321 (0.52); 4.0379 (0.56); 4.0201 (0.59);3.9980 (0.90); 3.9800 (0.51); 3.9700 (1.23); 3.9544 (1.44); 3.9266(0.94); 3.6178 (16.00); 3.5678 (1.28); 3.4144 (0.35); 3.3948 (0.43);3.3857 (0.76); 3.3731 (1.24); 3.3541 (1.26); 3.3206 (18.17); 3.3109(1.58); 3.2924 (0.44); 3.2609 (0.65); 3.2324 (0.36); 2.8605 (0.35);2.8303 (0.62); 2.8029 (0.36); 2.5649 (0.72); 2.5238 (0.64); 2.5104(11.64); 2.5060 (23.31); 2.5015 (30.92); 2.4969 (22.42); 2.4925 (10.71);2.1283 (0.43); 2.0946 (0.91); 2.0608 (0.50); 1.9888 (2.41); 1.8160(0.39); 1.8079 (0.42); 1.7858 (0.39); 1.7774 (0.36); 1.5781 (0.39);1.5690 (0.44); 1.5474 (0.40); 1.5378 (0.38); 1.1924 (0.70); 1.1746(1.40); 1.1568 (0.69); 0.0080 (1.16); −0.0002 (31.29); −0.0085 (1.07)

Ex. I-71 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0278 (11.11); 7.3740 (3.83); 7.3536 (9.46); 7.3492 (5.67); 7.3102(1.84); 7.1825 (3.40); 7.1773 (6.70); 7.1666 (2.40); 7.1622 (2.76);7.1574 (2.56); 7.0438 (2.10); 7.0307 (4.78); 6.9063 (4.22); 6.8949(2.38); 5.8674 (1.59); 5.8500 (1.82); 5.8399 (1.77); 5.8221 (1.63);5.7571 (15.64); 5.4569 (1.00); 5.4143 (3.34); 5.3719 (3.29); 5.3294(1.06); 5.3002 (16.00); 5.2736 (0.40); 4.3605 (0.97); 4.3272 (1.02);4.0379 (0.93); 4.0201 (0.96); 4.0023 (0.38); 3.9779 (0.91); 3.9438(1.00); 3.9191 (1.64); 3.8911 (1.90); 3.8760 (2.13); 3.8482 (1.75);3.7003 (0.37); 3.4132 (0.35); 3.4035 (0.69); 3.3945 (0.49); 3.3844(0.81); 3.3750 (1.44); 3.3658 (0.85); 3.3558 (0.55); 3.3463 (0.83);3.3364 (0.54); 3.3203 (33.24); 3.2935 (2.58); 3.2759 (2.13); 3.2577(1.41); 3.2506 (2.33); 3.2329 (2.19); 2.8581 (0.71); 2.8275 (1.25);2.8003 (0.70); 2.6749 (0.36); 2.6705 (0.50); 2.6660 (0.36); 2.5238(1.26); 2.5104 (26.07); 2.5060 (52.87); 2.5015 (69.65); 2.4969 (49.58);2.4926 (23.44); 2.3328 (0.36); 2.3282 (0.48); 2.3237 (0.34); 2.1222(0.83); 2.0899 (1.78); 2.0541 (0.98); 1.9889 (4.05); 1.8313 (0.39);1.8103 (0.79); 1.8014 (0.84); 1.7800 (0.76); 1.7713 (0.71); 1.5954(0.38); 1.5747 (0.79); 1.5653 (0.86); 1.5441 (0.81); 1.5349 (0.77);1.3359 (0.49); 1.2494 (0.65); 1.2348 (0.34); 1.1924 (1.12); 1.1745(2.22); 1.1568 (1.09); −0.0002 (9.25)

Ex. I-72 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0488 (5.55); 7.3899 (1.89); 7.3700 (2.42); 7.3115 (0.98); 7.2602(2.46); 7.2301 (1.37); 7.2100 (1.08); 7.1783 (2.22); 7.1669 (1.10);7.0452 (1.09); 7.0309 (2.47); 6.9061 (2.32); 6.8952 (1.28); 5.9565(0.82); 5.9366 (0.98); 5.9289 (0.96); 5.9090 (0.86); 5.7567 (6.92);5.4593 (0.55); 5.4167 (1.80); 5.3737 (1.80); 5.3310 (0.56); 4.3637(0.53); 4.3314 (0.57); 4.0378 (0.48); 4.0201 (0.51); 3.9815 (0.50);3.9559 (1.18); 3.9282 (1.06); 3.9127 (1.11); 3.8849 (0.92); 3.5378(16.00); 3.5036 (0.44); 3.4140 (0.36); 3.3947 (0.43); 3.3853 (0.75);3.3760 (0.45); 3.3567 (0.42); 3.3381 (1.09); 3.3203 (22.56); 3.2949(1.52); 3.2750 (1.09); 3.2614 (0.77); 3.2325 (0.40); 2.8617 (0.37);2.8308 (0.68); 2.8037 (0.38); 2.5098 (12.48); 2.5056 (25.75); 2.5012(34.65); 2.4967 (25.58); 2.4924 (12.84); 2.3448 (9.74); 2.3282 (0.45);2.1304 (0.48); 2.0961 (1.01); 2.0627 (0.57); 1.9886 (1.94); 1.8183(0.44); 1.8098 (0.48); 1.7870 (0.51); 1.7790 (0.42); 1.5790 (0.44);1.5696 (0.48); 1.5483 (0.45); 1.5394 (0.44); 1.1922 (0.55); 1.1744(1.07); 1.1566 (0.54); 0.0080 (0.74); −0.0002 (22.53); −0.0085 (0.95)

Ex. I-73 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.2136 (0.37); 8.1646 (0.34); 8.0565 (5.61); 8.0411 (0.48); 7.5204(0.86); 7.5165 (0.98); 7.4995 (1.45); 7.4707 (0.87); 7.4663 (1.06);7.4555 (2.83); 7.4514 (3.81); 7.4376 (0.65); 7.4269 (1.22); 7.4206(0.79); 7.4082 (0.92); 7.4016 (0.60); 7.3933 (0.41); 7.3864 (0.37);7.2088 (0.97); 7.0742 (2.15); 6.9396 (1.05); 6.3846 (2.45); 6.0114(0.83); 5.9920 (0.97); 5.9836 (0.95); 5.9642 (0.85); 5.7568 (8.44);5.4535 (0.41); 5.2440 (0.44); 5.2016 (1.77); 5.1623 (1.87); 5.1199(0.47); 4.3671 (0.48); 4.3343 (0.51); 4.0382 (0.60); 4.0204 (0.64);4.0007 (1.22); 3.9726 (1.20); 3.9572 (1.54); 3.9293 (0.92); 3.5563(16.00); 3.4035 (0.36); 3.3840 (0.44); 3.3746 (0.80); 3.3658 (1.42);3.3554 (0.36); 3.3464 (1.40); 3.3363 (0.36); 3.3234 (15.83); 3.3028(1.17); 3.2691 (0.36); 3.2389 (0.65); 3.2110 (0.38); 2.8380 (0.35);2.8099 (0.62); 2.7802 (0.35); 2.5107 (5.56); 2.5063 (11.36); 2.5018(15.00); 2.4972 (10.66); 2.4928 (5.02); 2.1934 (1.02); 2.1617 (12.09);2.1146 (0.47); 2.0840 (0.97); 2.0551 (0.54); 1.9890 (2.61); 1.7818(0.39); 1.7740 (0.45); 1.7512 (0.42); 1.7428 (0.40); 1.5656 (0.39);1.5563 (0.43); 1.5352 (0.41); 1.5261 (0.39); 1.1906 (2.44); 1.1735(2.81); 1.1569 (0.71); −0.0002 (1.85)

Ex. I-74 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0491 (5.26); 8.0138 (2.33); 7.5173 (1.08); 7.4994 (1.55); 7.4921(0.35); 7.4713 (0.79); 7.4669 (0.98); 7.4558 (3.25); 7.4512 (3.79);7.4361 (0.71); 7.4277 (1.35); 7.4219 (0.86); 7.4096 (0.99); 7.4033(0.73); 7.3939 (0.48); 7.3875 (0.40); 7.0479 (1.56); 7.0288 (1.90);6.9952 (2.19); 6.8574 (1.25); 6.8406 (1.04); 6.0089 (0.87); 5.9894(1.01); 5.9810 (1.03); 5.9615 (0.89); 5.7548 (5.31); 4.1712 (1.21);4.1381 (1.29); 4.0378 (0.52); 4.0200 (0.51); 4.0008 (0.96); 3.9726(0.98); 3.9572 (1.11); 3.9292 (0.93); 3.5536 (16.00); 3.5176 (0.82);3.3677 (2.21); 3.3368 (310.39); 3.3328 (319.11); 3.0032 (0.86); 2.9732(1.58); 2.9441 (0.90); 2.6753 (0.42); 2.6710 (0.59); 2.6666 (0.47);2.5063 (62.20); 2.5019 (85.08); 2.4975 (65.93); 2.3330 (0.43); 2.3285(0.59); 2.3242 (0.47); 2.2324 (9.61); 2.1072 (9.65); 2.0734 (1.36);2.0481 (1.20); 1.9885 (2.10); 1.6939 (0.34); 1.6845 (0.43); 1.6627(0.90); 1.6551 (1.04); 1.6327 (0.93); 1.6241 (0.89); 1.6033 (0.36);1.2347 (0.54); 1.1923 (0.58); 1.1745 (1.12); 1.1567 (0.56); −0.0002(2.39)

Ex. I-75 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

7.9863 (3.90); 7.9519 (1.87); 7.4777 (0.78); 7.4570 (1.72); 7.4364(1.14); 7.3131 (0.63); 7.2512 (1.41); 7.2308 (2.20); 7.2096 (0.97);7.1798 (1.48); 7.1668 (0.72); 7.0466 (0.72); 7.0307 (1.68); 6.9072(1.38); 6.8950 (0.84); 6.2339 (0.58); 6.2093 (0.75); 6.2031 (0.72);6.1784 (0.62); 5.4601 (0.33); 5.4176 (1.11); 5.3759 (1.11); 5.3335(0.34); 5.1488 (5.46); 4.3615 (0.32); 4.3286 (0.34); 3.9551 (0.33);3.8097 (0.49); 3.7787 (0.60); 3.7673 (0.78); 3.7364 (0.63); 3.5632(0.74); 3.5385 (0.70); 3.5208 (0.55); 3.4963 (0.54); 3.4037 (0.43);3.3947 (0.70); 3.3849 (0.50); 3.3652 (0.94); 3.3341 (223.11); 3.3109(3.74); 3.2785 (0.65); 3.2487 (0.38); 2.8904 (16.00); 2.8532 (0.42);2.7306 (12.60); 2.5244 (0.59); 2.5196 (0.98); 2.5110 (15.64); 2.5065(32.65); 2.5019 (44.55); 2.4974 (33.38); 2.4929 (16.99); 2.1146 (0.58);2.0733 (0.63); −0.0002 (4.67)

Ex. I-76 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0230 (9.77); 8.0081 (0.76); 7.9517 (0.58); 7.4166 (0.80); 7.4124(0.98); 7.3922 (1.71); 7.3775 (2.75); 7.3734 (2.96); 7.3583 (2.18);7.2157 (2.73); 7.1963 (2.27); 7.1143 (1.43); 7.0954 (2.36); 7.0769(1.10); 6.9977 (1.66); 6.8605 (4.09); 6.7234 (1.82); 6.2926 (3.75);5.9010 (1.19); 5.8831 (1.36); 5.8734 (1.33); 5.8554 (1.22); 5.7557(6.03); 5.2555 (0.90); 5.2412 (13.80); 5.2131 (2.76); 5.1679 (2.56);5.1251 (0.77); 4.3813 (0.70); 4.3473 (0.77); 4.0377 (0.44); 4.0199(0.55); 4.0021 (0.82); 3.9677 (0.74); 3.9171 (1.29); 3.8892 (1.47);3.8741 (1.70); 3.8463 (1.44); 3.3970 (0.63); 3.3875 (0.51); 3.3781(0.83); 3.3681 (1.43); 3.3586 (1.18); 3.3481 (1.60); 3.3240 (944.69);3.3022 (5.08); 3.2898 (3.37); 3.2718 (2.25); 3.2469 (2.38); 3.2288(1.73); 2.8900 (4.95); 2.8488 (0.57); 2.8209 (0.91); 2.7902 (0.51);2.7301 (3.96); 2.6793 (0.48); 2.6749 (1.09); 2.6703 (1.55); 2.6657(1.12); 2.6612 (0.52); 2.5406 (0.71); 2.5237 (2.48); 2.5189 (4.21);2.5103 (76.92); 2.5057 (164.96); 2.5011 (231.48); 2.4966 (173.46);2.4920 (84.86); 2.3371 (0.59); 2.3325 (1.16); 2.3280 (1.60); 2.3234(1.18); 2.3189 (0.61); 2.1838 (16.00); 2.1703 (0.87); 2.1247 (0.79);2.0919 (1.42); 2.0736 (2.30); 2.0587 (0.81); 1.9884 (2.09); 1.7893(0.58); 1.7813 (0.64); 1.7597 (0.66); 1.5647 (0.58); 1.5546 (0.64);1.5331 (0.62); 1.5248 (0.59); 1.2582 (0.33); 1.2350 (0.67); 1.1922(0.56); 1.1744 (1.10); 1.1566 (0.54); 0.0080 (0.45); −0.0002 (15.58);−0.0085 (0.62)

Ex. I-77 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.4369 (0.47); 8.0448 (10.27); 8.0361 (0.62); 7.5365 (1.69); 7.5168(4.07); 7.4970 (2.85); 7.4110 (2.50); 7.3914 (1.84); 7.3522 (2.05);7.3470 (3.37); 7.3428 (2.52); 7.3139 (2.60); 7.3108 (3.28); 7.2963(1.74); 7.2941 (1.67); 7.2902 (1.42); 7.1777 (4.10); 7.1663 (2.52);7.1578 (0.47); 7.0446 (1.98); 7.0305 (4.84); 7.0215 (0.83); 6.9059(4.48); 6.8947 (2.46); 6.8857 (0.46); 5.8272 (1.36); 5.8075 (1.63);5.8002 (1.61); 5.7802 (1.47); 5.4573 (0.91); 5.4145 (3.20); 5.3986(0.46); 5.3734 (3.23); 5.3306 (0.95); 4.3636 (0.91); 4.3304 (1.00);4.0556 (0.44); 4.0377 (1.29); 4.0199 (1.31); 4.0021 (0.55); 3.9823(0.84); 3.9509 (2.39); 3.9235 (1.87); 3.9078 (2.12); 3.8805 (1.72);3.5696 (2.17); 3.5513 (7.25); 3.5329 (7.41); 3.5146 (2.34); 3.4252(2.17); 3.4157 (0.91); 3.4053 (2.40); 3.3964 (1.08); 3.3821 (2.49);3.3621 (2.62); 3.3248 (567.54); 3.2768 (1.59); 3.2641 (1.79); 3.2427(0.97); 3.2365 (0.96); 3.2266 (0.92); 3.2084 (0.39); 2.8655 (0.71);2.8383 (1.28); 2.8081 (0.73); 2.6792 (0.47); 2.6748 (1.07); 2.6703(1.54); 2.6658 (1.14); 2.6613 (0.55); 2.5406 (0.71); 2.5237 (3.00);2.5187 (5.09); 2.5102 (79.36); 2.5057 (165.28); 2.5012 (225.50); 2.4966(168.65); 2.4921 (85.36); 2.3371 (0.60); 2.3325 (1.20); 2.3280 (1.63);2.3233 (1.23); 2.3191 (0.65); 2.1313 (0.91); 2.0992 (1.87); 2.0735(1.55); 2.0631 (1.11); 1.9884 (5.84); 1.9611 (1.79); 1.8489 (0.37);1.8407 (0.43); 1.8193 (0.79); 1.8102 (0.86); 1.7882 (0.79); 1.7795(0.78); 1.7588 (0.38); 1.6138 (0.34); 1.6047 (0.41); 1.5847 (0.78);1.5749 (0.86); 1.5539 (0.86); 1.5450 (0.79); 1.5242 (0.40); 1.5142(0.36); 1.3919 (7.48); 1.3736 (16.00); 1.3553 (7.44); 1.3373 (0.39);1.2585 (0.47); 1.2364 (0.80); 1.1922 (1.65); 1.1745 (3.23); 1.1566(1.58); 1.1092 (0.40); 1.0914 (0.78); 1.0736 (0.39); 1.0122 (0.43);0.9946 (0.81); 0.9768 (0.39); 0.0080 (0.95); −0.0002 (30.52); −0.0085(1.29)

Ex. I-78 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

7.9922 (9.22); 7.9526 (1.69); 7.4805 (1.85); 7.4599 (4.02); 7.4392(2.72); 7.2550 (2.60); 7.2530 (3.26); 7.2324 (4.91); 7.2108 (2.16);6.5056 (4.36); 6.2331 (1.34); 6.2085 (1.75); 6.2023 (1.62); 6.1776(1.41); 5.7631 (6.26); 5.3610 (0.94); 5.3184 (2.64); 5.2690 (2.63);5.2268 (0.93); 5.1549 (11.27); 4.3851 (0.70); 4.3514 (0.77); 4.0367(0.61); 4.0189 (0.63); 4.0010 (0.61); 3.9937 (0.68); 3.9588 (0.73);3.8108 (1.10); 3.7798 (1.38); 3.7684 (1.75); 3.7376 (1.40); 3.5620(1.65); 3.5373 (1.61); 3.5196 (1.21); 3.4951 (1.24); 3.4189 (0.69);3.4096 (0.69); 3.3997 (1.16); 3.3899 (2.15); 3.3690 (108.60); 3.3668(101.36); 3.3622 (127.26); 3.3560 (125.13); 3.3524 (144.53); 3.3509(141.27); 3.3055 (0.87); 3.2749 (1.13); 3.2478 (0.65); 2.8906 (14.82);2.8479 (0.92); 2.8216 (0.53); 2.7313 (11.33); 2.7303 (11.30); 2.6773(0.51); 2.6727 (0.72); 2.6681 (0.53); 2.5429 (0.40); 2.5261 (1.32);2.5213 (2.04); 2.5126 (38.21); 2.5081 (82.76); 2.5036 (111.59); 2.4990(79.36); 2.4945 (37.44); 2.3348 (0.53); 2.3303 (0.75); 2.3257 (0.55);2.2078 (16.00); 2.1950 (0.87); 2.1503 (0.65); 2.1147 (1.35); 2.0850(0.76); 2.0775 (1.15); 1.9902 (2.88); 1.9096 (0.35); 1.8345 (0.59);1.8255 (0.64); 1.8034 (0.59); 1.7954 (0.57); 1.5943 (0.56); 1.5849(0.64); 1.5627 (0.60); 1.5545 (0.58); 1.1920 (0.78); 1.1742 (1.53);1.1564 (0.78); 0.0080 (0.48); −0.0002 (18.29); −0.0085 (0.67)

Ex. I-79 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0501 (6.22); 7.6722 (0.47); 7.6588 (0.52); 7.6498 (0.87); 7.6366(0.89); 7.6274 (0.56); 7.6141 (0.49); 7.3136 (0.59); 7.3093 (0.62);7.2895 (1.10); 7.2857 (1.12); 7.2660 (0.58); 7.2619 (0.57); 6.4988(3.07); 6.0593 (0.78); 6.0384 (0.94); 6.0291 (0.90); 6.0080 (0.81);5.7568 (0.57); 5.3549 (0.61); 5.3123 (1.89); 5.2635 (1.86); 5.2208(0.60); 4.3938 (0.51); 4.3613 (0.54); 4.0556 (1.02); 4.0378 (3.13);4.0200 (3.19); 4.0022 (1.43); 3.9797 (0.74); 3.9623 (0.56); 3.9493(0.88); 3.9359 (0.84); 3.9055 (0.71); 3.6234 (0.84); 3.6023 (0.84);3.5797 (0.68); 3.5587 (0.70); 3.5167 (16.00); 3.4273 (0.37); 3.4081(0.43); 3.3986 (0.77); 3.3890 (0.45); 3.3699 (0.41); 3.3209 (30.11);3.2972 (1.38); 3.2726 (0.69); 3.2441 (0.40); 2.8723 (0.36); 2.8419(0.65); 2.8149 (0.38); 2.5237 (0.37); 2.5103 (11.06); 2.5058 (23.14);2.5013 (31.00); 2.4967 (22.17); 2.4923 (10.49); 2.2098 (11.51); 2.1947(0.40); 2.1486 (0.51); 2.1199 (0.97); 2.0884 (0.53); 1.9887 (13.75);1.8311 (0.41); 1.8050 (0.38); 1.5885 (0.41); 1.5665 (0.38); 1.5582(0.37); 1.1922 (3.85); 1.1744 (7.65); 1.1566 (3.78); −0.0002 (3.14)

Ex. I-80 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0388 (9.66); 7.4465 (0.67); 7.4336 (0.75); 7.4231 (1.48); 7.4104(1.47); 7.3997 (0.87); 7.3872 (0.77); 7.3151 (1.54); 7.2340 (0.98);7.2295 (1.00); 7.2096 (1.71); 7.2059 (1.67); 7.1818 (4.41); 7.1682(1.74); 7.0486 (1.74); 7.0321 (4.06); 6.9075 (3.56); 6.8963 (2.00);6.0337 (1.22); 6.0127 (1.45); 6.0036 (1.39); 5.9824 (1.28); 5.7569(9.75); 5.4631 (0.82); 5.4204 (2.79); 5.3791 (2.76); 5.3366 (0.82);5.2533 (16.00); 4.3723 (0.79); 4.3392 (0.83); 4.0556 (0.60); 4.0378(1.79); 4.0200 (1.85); 4.0021 (0.97); 3.9910 (0.74); 3.9546 (1.62);3.9239 (1.04); 3.9109 (1.25); 3.8808 (1.08); 3.5951 (1.27); 3.5739(1.29); 3.5516 (1.04); 3.5307 (1.03); 3.4310 (0.56); 3.4213 (0.38);3.4115 (0.65); 3.4023 (1.16); 3.3931 (0.66); 3.3832 (0.42); 3.3735(0.60); 3.3206 (38.64); 3.2970 (1.00); 3.2730 (1.05); 3.2434 (0.60);2.8716 (0.54); 2.8418 (1.00); 2.8149 (0.59); 2.6703 (0.34); 2.5647(1.08); 2.5237 (0.59); 2.5102 (19.61); 2.5058 (40.56); 2.5013 (54.06);2.4967 (38.60); 2.4923 (18.40); 2.3280 (0.38); 2.1485 (0.74); 2.1165(1.47); 2.0817 (0.83); 1.9887 (8.06); 1.8257 (0.70); 1.8006 (0.60);1.5978 (0.63); 1.5895 (0.69); 1.5683 (0.63); 1.5595 (0.61); 1.1923(2.19); 1.1744 (4.35); 1.1567 (2.14); −0.0002 (1.95)

Ex. I-81 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0245 (9.35); 7.4137 (4.81); 7.3962 (3.00); 7.3920 (5.26); 7.3847(0.64); 7.3116 (1.49); 7.1784 (3.35); 7.1663 (1.63); 7.1031 (6.16);7.0979 (1.79); 7.0859 (2.83); 7.0811 (5.19); 7.0737 (0.58); 7.0452(1.66); 7.0303 (3.88); 6.9081 (3.51); 6.8945 (1.90); 5.7533 (0.62);5.7273 (1.22); 5.7058 (1.78); 5.7005 (1.47); 5.6792 (1.29); 5.4590(0.83); 5.4164 (2.76); 5.3738 (2.76); 5.3312 (0.84); 5.1779 (16.00);4.3667 (0.88); 4.3337 (0.92); 3.9849 (0.82); 3.9516 (0.90); 3.8749(1.29); 3.8477 (1.52); 3.8318 (1.74); 3.8048 (1.48); 3.4915 (0.34);3.4565 (0.43); 3.4275 (1.05); 3.4175 (1.58); 3.4025 (3.79); 3.3809(7.09); 3.3484 (821.81); 3.3465 (916.05); 3.2699 (2.18); 3.2401 (1.18);3.2005 (0.33); 3.1836 (0.34); 2.8703 (0.64); 2.8431 (1.18); 2.8115(0.69); 2.6765 (0.86); 2.6720 (1.01); 2.6673 (0.70); 2.5421 (0.63);2.5251 (2.47); 2.5118 (68.16); 2.5074 (120.20); 2.5028 (140.10); 2.4982(93.78); 2.4937 (39.72); 2.3341 (0.80); 2.3296 (0.97); 2.3250 (0.64);2.1389 (0.78); 2.1042 (1.63); 2.0861 (0.83); 2.0729 (10.70); 1.8426(0.32); 1.8204 (0.71); 1.8137 (0.72); 1.7909 (0.71); 1.6091 (0.32);1.5876 (0.69); 1.5799 (0.72); 1.5578 (0.70); 1.5489 (0.65); 1.3975(0.44); 1.2352 (0.63); −0.0002 (6.19)

Ex. I-82 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0454 (3.03); 8.0182 (16.00); 7.4601 (2.54); 7.4558 (3.24); 7.4411(3.31); 7.4368 (4.32); 7.4323 (2.69); 7.4281 (2.28); 7.4132 (3.48);7.4088 (3.33); 7.3937 (2.93); 7.3893 (2.79); 7.3200 (3.11); 7.3171(3.07); 7.3109 (3.32); 7.3012 (4.51); 7.2983 (3.95); 7.2824 (1.87);7.2796 (1.53); 7.2033 (4.24); 7.2006 (4.17); 7.1940 (1.42); 7.1910(1.37); 7.1832 (4.32); 7.1778 (7.48); 7.1712 (1.67); 7.1665 (3.53);7.1268 (0.70); 7.1097 (2.85); 7.0924 (2.92); 7.0880 (0.86); 7.0708(3.08); 7.0535 (3.26); 7.0445 (3.40); 7.0362 (1.42); 7.0305 (7.86);6.9061 (6.21); 6.8947 (3.96); 6.0605 (3.03); 6.0561 (3.07); 6.0522(1.10); 6.0216 (2.83); 6.0173 (2.80); 5.9757 (0.37); 5.9502 (0.51);5.9329 (0.59); 5.9072 (0.39); 5.7910 (0.45); 5.7710 (0.53); 5.7581(2.14); 5.7387 (2.58); 5.7296 (2.46); 5.7099 (2.16); 5.4591 (1.41);5.4170 (4.58); 5.3715 (4.86); 5.3292 (1.55); 5.2488 (0.62); 5.2444(0.67); 5.2041 (0.93); 5.2013 (1.03); 5.1785 (0.59); 5.1743 (0.52);4.3662 (1.39); 4.3336 (1.50); 3.9807 (1.37); 3.9489 (1.50); 3.9010(0.45); 3.8724 (0.83); 3.8670 (2.20); 3.8578 (0.83); 3.8384 (2.66);3.8239 (2.98); 3.7954 (2.40); 3.4166 (1.94); 3.4023 (2.08); 3.3997(1.98); 3.3960 (1.73); 3.3848 (2.42); 3.3748 (1.69); 3.3652 (1.51);3.3271 (381.58); 3.3214 (262.52); 3.2965 (7.17); 3.2723 (3.89); 3.2647(2.48); 3.2530 (3.30); 3.2353 (1.28); 3.2269 (1.33); 3.2071 (0.66);2.8630 (0.98); 2.8360 (1.82); 2.8032 (1.00); 2.6792 (0.58); 2.6750(1.24); 2.6703 (1.77); 2.6658 (1.30); 2.6612 (0.63); 2.5406 (0.89);2.5237 (4.52); 2.5188 (7.69); 2.5104 (93.07); 2.5059 (191.83); 2.5013(257.12); 2.4967 (186.57); 2.4922 (93.79); 2.3326 (1.29); 2.3281 (1.81);2.3234 (1.37); 2.1269 (1.30); 2.0940 (2.83); 2.0735 (15.37); 2.0603(1.75); 1.8660 (10.28); 1.8617 (10.50); 1.8487 (10.70); 1.8445 (10.87);1.8120 (1.20); 1.8050 (1.25); 1.7788 (1.14); 1.7530 (0.46); 1.6076(0.48); 1.5960 (0.52); 1.5758 (1.15); 1.5665 (1.29); 1.5466 (1.14);1.5372 (1.15); 1.5160 (0.46); 1.5068 (0.42); 1.2355 (0.72); 0.0080(1.21); −0.0002 (34.84); −0.0085 (1.55)

Ex. I-83 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.4366 (0.64); 8.3796 (0.36); 8.0445 (16.00); 8.0359 (0.71); 7.5374(2.63); 7.5178 (6.35); 7.4980 (4.57); 7.4187 (4.02); 7.3988 (3.03);7.3851 (3.74); 7.3800 (5.54); 7.3389 (3.17); 7.3351 (2.59); 7.3329(2.51); 7.3186 (2.61); 7.3112 (3.79); 7.1771 (6.56); 7.1658 (3.91);7.0439 (3.17); 7.0300 (7.63); 7.0212 (1.14); 6.9062 (7.02); 6.8941(3.79); 6.8856 (0.59); 5.8328 (2.20); 5.8131 (2.61); 5.8056 (2.59);5.7859 (2.31); 5.4563 (1.46); 5.4138 (5.06); 5.3725 (5.13); 5.3295(1.52); 4.3618 (1.44); 4.3295 (1.57); 4.0555 (0.94); 4.0377 (2.89);4.0199 (2.95); 4.0021 (1.14); 3.9809 (1.36); 3.9539 (3.50); 3.9267(3.03); 3.9109 (3.33); 3.8836 (2.70); 3.4169 (3.79); 3.3972 (4.27);3.3853 (2.82); 3.3739 (4.60); 3.3539 (7.40); 3.3284 (1199.72); 3.3270(1286.87); 3.3038 (22.05); 3.2651 (3.07); 3.2357 (1.59); 3.1127 (0.95);3.1009 (1.92); 3.0928 (1.98); 3.0893 (1.42); 3.0811 (3.76); 3.0728(1.33); 3.0694 (2.17); 3.0613 (2.00); 3.0496 (1.07); 2.8655 (1.14);2.8380 (2.01); 2.8083 (1.14); 2.6750 (1.59); 2.6705 (2.31); 2.6660(1.71); 2.5408 (1.17); 2.5237 (4.85); 2.5104 (118.36); 2.5059 (246.12);2.5014 (336.38); 2.4969 (252.95); 2.4924 (129.01); 2.3326 (1.74); 2.3282(2.41); 2.3236 (1.83); 2.1296 (1.41); 2.0963 (2.90); 2.0734 (4.02);2.0614 (1.74); 2.0270 (0.34); 2.0089 (0.45); 1.9884 (12.80); 1.8374(0.65); 1.8163 (1.22); 1.8075 (1.32); 1.7853 (1.23); 1.7764 (1.14);1.7557 (0.54); 1.6038 (0.64); 1.5825 (1.21); 1.5741 (1.33); 1.5523(1.27); 1.5438 (1.22); 1.5226 (0.60); 1.5123 (0.52); 1.3976 (0.73);1.2974 (0.41); 1.2581 (0.73); 1.2356 (1.27); 1.1923 (3.68); 1.1858(1.07); 1.1745 (8.01); 1.1696 (3.88); 1.1632 (5.43); 1.1567 (4.52);1.1483 (4.62); 1.1434 (5.41); 1.1284 (1.39); 1.1174 (0.57); 1.1060(0.33); 1.0397 (0.49); 1.0353 (0.47); 1.0279 (0.60); 1.0199 (1.64);1.0071 (4.82); 1.0001 (5.20); 0.9949 (4.32); 0.9902 (3.59); 0.9795(1.37); 0.9707 (0.58); 0.9596 (0.39); 0.8538 (0.46); 0.0080 (1.22);−0.0002 (40.09); −0.0085 (1.78)

Ex. I-84 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0739 (11.05); 7.5265 (1.83); 7.5147 (1.95); 7.5041 (2.26); 7.4922(2.24); 7.3535 (1.05); 7.3456 (1.35); 7.3337 (1.28); 7.3256 (1.64);7.3235 (1.61); 7.3148 (1.81); 7.3118 (1.28); 7.3039 (3.25); 7.2964(1.49); 7.2814 (2.26); 7.2735 (1.47); 7.1817 (3.81); 7.1728 (1.86);7.0485 (1.85); 7.0368 (4.42); 6.9123 (3.64); 6.9010 (2.15); 6.0032(1.14); 5.9836 (1.33); 5.9755 (1.34); 5.9558 (1.18); 5.4655 (0.96);5.4227 (2.86); 5.3781 (2.82); 5.3357 (0.95); 4.3674 (0.84); 4.3342(0.86); 4.0217 (1.40); 3.9937 (2.00); 3.9784 (2.49); 3.9505 (2.31);3.4275 (1.98); 3.4170 (0.71); 3.4081 (2.12); 3.3980 (0.81); 3.3844(2.20); 3.3649 (2.06); 3.3401 (159.03); 3.3162 (3.05); 3.3078 (1.43);3.2998 (1.59); 3.2962 (1.38); 3.2881 (2.72); 3.2803 (0.85); 3.2764(1.43); 3.2683 (1.84); 3.2613 (1.22); 3.2568 (1.34); 3.2327 (0.63);3.2269 (0.51); 2.8591 (0.60); 2.8288 (1.05); 2.8014 (0.59); 2.6764(0.39); 2.6719 (0.55); 2.6673 (0.42); 2.5253 (1.05); 2.5206 (1.56);2.5118 (28.91); 2.5074 (62.42); 2.5028 (83.96); 2.4983 (59.93); 2.4938(28.18); 2.3341 (0.38); 2.3296 (0.53); 2.3249 (0.40); 2.1277 (0.71);2.0958 (1.52); 2.0772 (16.00); 2.0641 (0.92); 1.8181 (0.63); 1.8084(0.70); 1.7869 (0.63); 1.7786 (0.60); 1.5769 (0.64); 1.5666 (0.71);1.5455 (0.66); 1.5367 (0.65); 1.2881 (0.33); 1.2791 (0.35); 1.2708(1.44); 1.2628 (2.40); 1.2593 (2.55); 1.2546 (1.78); 1.2516 (1.57);1.2429 (2.57); 1.2396 (2.60); 1.2355 (2.15); 1.2254 (0.65); 1.2166(0.58); 1.2131 (0.44); 1.2060 (0.55); 1.1799 (0.48); 1.1728 (0.48);1.1676 (0.66); 1.1609 (0.57); 1.1545 (0.91); 1.1471 (1.12); 1.1428(2.55); 1.1352 (1.49); 1.1311 (3.44); 1.1234 (1.40); 1.1195 (1.99);1.1119 (1.00); 1.1052 (0.83); 1.0989 (0.37); 1.0938 (0.39); 1.0871(0.33); 0.0080 (0.75); −0.0002 (25.82); −0.0085 (0.88)

Ex. I-85 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0761 (6.93); 7.4808 (0.35); 7.4660 (1.41); 7.4614 (1.79); 7.4447(3.75); 7.4361 (1.55); 7.4297 (1.54); 7.4237 (0.47); 7.3309 (1.07);7.3243 (1.43); 7.3143 (1.52); 7.1814 (2.62); 7.1720 (1.28); 7.0483(1.27); 7.0360 (3.04); 6.9120 (2.55); 6.9002 (1.47); 6.0131 (1.02);5.9941 (1.20); 5.9854 (1.22); 5.9662 (1.05); 5.7617 (10.48); 5.4645(0.65); 5.4219 (2.00); 5.3781 (1.97); 5.3356 (0.64); 4.3675 (0.58);4.3343 (0.61); 4.0198 (0.98); 3.9918 (1.44); 3.9763 (1.72); 3.9484(1.65); 3.6513 (16.00); 3.4176 (1.63); 3.4084 (0.39); 3.3986 (1.69);3.3889 (0.95); 3.3742 (1.39); 3.3487 (44.70); 3.3451 (35.35); 3.3418(46.84); 3.3184 (3.02); 3.2911 (0.48); 3.2608 (0.77); 3.2316 (0.43);2.8587 (0.42); 2.8277 (0.73); 2.8010 (0.42); 2.5423 (0.44); 2.5255(0.36); 2.5208 (0.59); 2.5121 (12.17); 2.5076 (26.69); 2.5030 (36.41);2.4984 (26.02); 2.4939 (12.23); 2.1298 (0.50); 2.0979 (1.05); 2.0770(0.62); 2.0627 (0.58); 1.8190 (0.45); 1.8105 (0.50); 1.7883 (0.46);1.7795 (0.43); 1.5777 (0.46); 1.5681 (0.52); 1.5470 (0.48); 1.5377(0.46); −0.0002 (5.45)

Ex. I-86 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

7.9999 (8.83); 7.5107 (0.76); 7.4940 (0.89); 7.4896 (1.61); 7.4731(1.61); 7.4686 (1.02); 7.4520 (0.87); 7.0819 (2.33); 7.0606 (2.11);7.0193 (1.20); 6.9944 (1.40); 6.9724 (1.09); 6.5032 (4.17); 6.0706(1.02); 6.0485 (1.24); 6.0403 (1.20); 6.0178 (1.07); 5.3607 (0.92);5.3179 (2.63); 5.2674 (2.56); 5.2179 (10.84); 4.3896 (0.69); 4.3562(0.73); 4.0547 (1.07); 4.0369 (3.34); 4.0191 (3.37); 4.0012 (1.51);3.9944 (0.67); 3.9598 (0.71); 3.8411 (0.69); 3.8103 (0.81); 3.8006(0.96); 3.7980 (1.00); 3.7680 (0.89); 3.6285 (0.36); 3.5284 (1.18);3.5060 (1.19); 3.4853 (0.92); 3.4630 (0.93); 3.4196 (0.48); 3.4113(0.38); 3.4005 (0.65); 3.3917 (1.12); 3.3823 (0.73); 3.3418 (264.11);3.3183 (1.62); 3.3038 (0.81); 3.2727 (0.99); 3.2442 (0.57); 3.2389(0.49); 2.8902 (2.34); 2.8801 (0.42); 2.8734 (0.52); 2.8435 (0.87);2.8171 (0.49); 2.7301 (1.84); 2.6762 (0.55); 2.6717 (0.78); 2.6670(0.58); 2.5420 (0.36); 2.5251 (1.38); 2.5203 (2.06); 2.5116 (39.71);2.5071 (86.95); 2.5026 (118.66); 2.4980 (85.45); 2.4935 (40.68); 2.3339(0.57); 2.3293 (0.79); 2.3248 (0.58); 2.2076 (16.00); 2.1915 (0.40);2.1496 (0.69); 2.1184 (1.31); 2.0767 (1.74); 1.9898 (14.73); 1.8346(0.55); 1.8265 (0.67); 1.8043 (0.55); 1.7960 (0.50); 1.5925 (0.55);1.5841 (0.62); 1.5627 (0.57); 1.5535 (0.56); 1.2348 (0.34); 1.1920(4.09); 1.1742 (8.14); 1.1564 (4.01); 0.0080 (0.60); −0.0002 (22.73);−0.0085 (0.84)

Ex. I-87 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

11.5325 (0.58); 8.0721 (11.84); 7.7465 (0.92); 7.3182 (1.70); 7.2958(0.33); 7.2424 (0.46); 7.1850 (4.06); 7.1742 (2.12); 7.0519 (1.94);7.0382 (4.90); 6.9639 (2.57); 6.9595 (3.09); 6.9572 (3.18); 6.9528(2.81); 6.9138 (4.13); 6.9025 (2.39); 6.2256 (1.97); 6.2217 (2.16);6.2168 (2.36); 6.2129 (2.28); 6.0328 (2.63); 6.0254 (3.11); 6.0241(3.10); 6.0167 (2.46); 5.9000 (1.31); 5.8760 (2.66); 5.8512 (1.37);5.7615 (4.60); 5.4706 (0.96); 5.4280 (2.90); 5.3818 (3.11); 5.3388(1.06); 4.3752 (0.89); 4.3421 (1.01); 4.3259 (0.43); 4.3057 (1.56);4.3023 (1.54); 4.2895 (3.01); 4.2850 (3.04); 4.2734 (1.43); 4.2679(1.53); 4.2188 (0.35); 4.0547 (1.11); 4.0369 (3.43); 4.0191 (3.51);4.0013 (1.66); 3.9925 (0.84); 3.9588 (0.91); 3.7461 (0.47); 3.7207(0.52); 3.7033 (2.72); 3.6885 (2.49); 3.6780 (2.47); 3.6654 (2.55);3.6459 (0.53); 3.6227 (0.41); 3.4306 (0.59); 3.4213 (0.46); 3.4109(0.75); 3.4018 (1.33); 3.3923 (0.92); 3.3839 (0.68); 3.3620 (1.99);3.3452 (610.80); 3.3211 (5.69); 3.3095 (1.35); 3.3030 (1.21); 3.2727(1.40); 3.2429 (0.79); 3.0290 (3.00); 3.0123 (5.99); 2.9954 (2.43);2.9008 (0.48); 2.8706 (0.68); 2.8392 (1.16); 2.8125 (0.66); 2.6763(0.70); 2.6717 (0.99); 2.6671 (0.74); 2.6630 (0.34); 2.5420 (0.52);2.5252 (1.67); 2.5205 (2.56); 2.5118 (50.41); 2.5073 (111.21); 2.5027(151.96); 2.4981 (109.17); 2.4936 (51.47); 2.3385 (0.36); 2.3340 (0.76);2.3294 (1.02); 2.3248 (0.77); 2.1494 (0.91); 2.1139 (1.64); 2.0765(2.12); 1.9898 (16.00); 1.8528 (0.36); 1.8263 (0.78); 1.7965 (0.66);1.6161 (0.36); 1.5931 (0.69); 1.5848 (0.74); 1.5643 (0.66); 1.5545(0.64); 1.2348 (0.43); 1.1920 (4.40); 1.1741 (8.83); 1.1563 (4.27);0.0080 (0.81); −0.0002 (29.82); −0.0085 (0.94)

Ex. I-88 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0296 (6.12); 7.4048 (1.35); 7.3840 (2.95); 7.3632 (1.80); 7.3157(1.18); 7.1824 (2.70); 7.1698 (1.42); 7.1375 (2.21); 7.1173 (1.86);7.0493 (1.31); 7.0338 (2.96); 6.9775 (2.27); 6.9570 (2.15); 6.9085(3.03); 6.8982 (1.68); 5.7570 (0.53); 5.4640 (0.70); 5.4213 (2.29);5.3775 (2.31); 5.3349 (0.74); 4.3778 (0.68); 4.3450 (0.72); 3.9903(0.63); 3.9553 (0.71); 3.9050 (15.64); 3.8541 (0.87); 3.7644 (1.76);3.7199 (2.79); 3.5829 (2.54); 3.5384 (1.76); 3.4396 (17.36); 3.4155(0.51); 3.4011 (1.05); 3.3867 (0.94); 3.3774 (0.57); 3.3580 (0.62);3.3485 (0.85); 3.3208 (237.09); 3.2970 (4.84); 3.2627 (1.18); 3.2337(0.62); 2.8577 (0.48); 2.8279 (0.88); 2.7993 (0.50); 2.6746 (0.98);2.6703 (1.35); 2.5402 (0.44); 2.5055 (148.71); 2.5012 (195.33); 2.4969(143.13); 2.3322 (1.11); 2.3279 (1.47); 2.3236 (1.11); 2.1331 (0.68);2.1001 (1.36); 2.0678 (0.78); 1.8395 (0.35); 1.8110 (0.65); 1.7886(0.61); 1.5917 (12.41); 1.5519 (0.62); 1.4720 (0.69); 1.3976 (16.00);0.1460 (0.56); 0.0078 (4.59); −0.0002 (118.21); −0.0083 (4.81); −0.1497(0.59)

Ex. I-90 Solvent: CD3CN, Spectrometer: 399.95 MHz

7.7019 (2.44); 7.6969 (2.94); 7.5087 (0.69); 7.5007 (0.56); 7.4918(0.92); 7.4835 (0.79); 7.4164 (0.40); 7.4094 (0.34); 7.4044 (0.75);7.3939 (1.07); 7.3847 (0.70); 7.3751 (1.43); 7.3671 (2.97); 7.3593(1.83); 7.3488 (1.16); 7.3459 (0.95); 6.3904 (2.70); 6.0519 (0.60);6.0439 (0.48); 6.0298 (0.71); 6.0240 (0.85); 6.0163 (0.56); 6.0025(0.63); 5.9939 (0.49); 5.4468 (0.56); 5.1259 (0.52); 5.0839 (2.60);5.0532 (2.55); 5.0112 (0.50); 4.4967 (0.52); 4.4634 (0.56); 4.2548(0.80); 4.2211 (1.10); 4.1499 (3.60); 4.0502 (1.14); 4.0164 (0.83);3.9477 (0.51); 3.9287 (0.84); 3.9225 (0.89); 3.9133 (0.59); 3.9014(0.96); 3.8948 (0.63); 3.8855 (0.87); 3.8795 (0.69); 3.8580 (0.79);3.8518 (0.63); 3.7842 (1.48); 3.7734 (1.72); 3.7669 (1.72); 3.7561(2.19); 3.7466 (0.70); 3.7402 (0.71); 3.7369 (0.72); 3.3656 (1.40);3.3499 (0.66); 3.3423 (1.86); 3.3328 (16.00); 3.3221 (1.69); 3.3117(1.00); 3.3003 (1.31); 3.2823 (0.76); 3.2532 (0.42); 3.2467 (0.39);3.1063 (0.34); 3.0901 (0.64); 3.0719 (0.95); 3.0565 (0.99); 3.0410(0.43); 3.0373 (0.78); 2.9019 (0.44); 2.8914 (0.82); 2.8806 (0.74);2.8682 (0.41); 2.8573 (0.84); 2.8467 (0.97); 2.8363 (0.46); 2.8255(0.68); 2.8146 (0.66); 2.7917 (0.51); 2.2253 (12.73); 2.2101 (0.58);2.2028 (0.50); 2.1513 (10.09); 2.1474 (8.73); 2.1194 (0.64); 1.9635(0.87); 1.9572 (1.04); 1.9516 (7.58); 1.9455 (14.12); 1.9393 (19.51);1.9331 (13.37); 1.9269 (6.90); 1.8723 (0.50); 1.8625 (0.51); 1.8413(0.46); 1.8310 (0.46); 1.7055 (0.49); 1.6953 (0.51); 1.6742 (0.47);1.6641 (0.46); −0.0002 (5.32)

Ex. I-91 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

7.9819 (4.47); 7.3970 (2.79); 7.3076 (3.08); 7.1769 (1.83); 7.1674(0.91); 7.0438 (0.89); 7.0313 (2.04); 6.9065 (1.86); 6.8956 (1.07);5.4550 (0.43); 5.4132 (1.42); 5.3711 (1.40); 5.3283 (0.45); 4.6173(0.39); 4.3579 (0.41); 4.3256 (0.42); 4.0554 (0.40); 4.0377 (1.24);4.0199 (1.25); 4.0021 (0.44); 3.9774 (0.39); 3.9437 (0.42); 3.7138(0.60); 3.7098 (0.46); 3.7016 (0.75); 3.6998 (0.77); 3.6780 (1.64);3.6699 (0.56); 3.6658 (0.78); 3.6347 (1.82); 3.5940 (12.37); 3.5644(1.92); 3.5210 (1.13); 3.5092 (0.34); 3.4959 (0.57); 3.4839 (0.52);3.4722 (0.81); 3.4611 (0.68); 3.3800 (0.36); 3.3711 (0.60); 3.3621(0.38); 3.3489 (7.43); 3.3194 (28.50); 3.2956 (3.47); 3.2579 (0.56);2.8272 (0.52); 2.6748 (0.33); 2.6702 (0.47); 2.6657 (0.34); 2.5234(0.94); 2.5101 (25.31); 2.5057 (52.15); 2.5012 (69.37); 2.4966 (49.70);2.4922 (23.79); 2.3324 (0.36); 2.3279 (0.49); 2.3233 (0.37); 2.2300(16.00); 2.1165 (0.40); 2.0862 (0.80); 2.0509 (0.44); 1.9886 (5.38);1.7976 (0.36); 1.7892 (0.38); 1.7666 (0.36); 1.7573 (0.33); 1.6913(7.59); 1.5583 (0.43); 1.5299 (0.34); 1.1922 (1.49); 1.1744 (2.95);1.1566 (1.46); 0.0080 (1.63); −0.0002 (48.67); −0.0085 (1.66)

Ex. I-92 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0166 (5.74); 7.3155 (1.02); 7.1823 (2.40); 7.1697 (1.20); 7.0492(1.17); 7.0337 (2.71); 6.9082 (2.49); 6.8979 (1.47); 6.6863 (2.42);6.6801 (2.65); 6.4899 (3.00); 6.4837 (2.94); 5.7569 (0.77); 5.4635(0.57); 5.4209 (1.87); 5.3774 (1.89); 5.3350 (0.61); 4.6169 (0.46);4.3774 (0.54); 4.3435 (0.58); 4.0376 (0.33); 4.0198 (0.36); 3.9872(0.49); 3.9476 (0.83); 3.8876 (13.43); 3.7912 (16.00); 3.7798 (0.59);3.7181 (0.38); 3.7135 (0.85); 3.7062 (1.59); 3.7018 (1.19); 3.6998(1.18); 3.6798 (1.03); 3.6779 (1.06); 3.6698 (0.73); 3.6618 (2.56);3.6550 (0.54); 3.6501 (0.34); 3.5350 (2.14); 3.5094 (0.42); 3.4955(0.89); 3.4907 (1.64); 3.4840 (0.78); 3.4720 (1.03); 3.4610 (0.88);3.4496 (0.36); 3.4442 (0.50); 3.4330 (15.26); 3.4138 (0.54); 3.4041(0.34); 3.3950 (0.61); 3.3841 (0.82); 3.3750 (0.49); 3.3552 (0.47);3.3489 (1.77); 3.3192 (34.89); 3.2956 (4.23); 3.2623 (0.80); 3.2329(0.44); 2.8899 (0.71); 2.8563 (0.39); 2.8261 (0.69); 2.7989 (0.39);2.7302 (0.56); 2.6746 (0.37); 2.6701 (0.52); 2.6656 (0.39); 2.5233(0.97); 2.5099 (28.08); 2.5056 (59.27); 2.5010 (80.44); 2.4965 (58.62);2.4922 (28.66); 2.3323 (0.44); 2.3278 (0.60); 2.3234 (0.45); 2.1350(0.51); 2.1001 (1.06); 2.0653 (0.61); 1.9885 (1.53); 1.8169 (0.47);1.8092 (0.50); 1.7871 (0.48); 1.6137 (0.42); 1.5579 (9.81); 1.3974(0.38); 1.2352 (0.50); 1.1921 (0.43); 1.1744 (0.84); 1.1565 (0.43);0.0080 (1.71); −0.0002 (52.18); −0.0085 (1.79)

Ex. I-93 Solvent: CD3CN, Spectrometer: 399.95 MHz

7.7017 (16.00); 7.6212 (0.38); 7.4925 (2.89); 7.4730 (4.87); 7.4118(4.06); 7.3930 (9.89); 7.3750 (3.22); 7.3707 (1.78); 7.3594 (4.03);7.3555 (3.89); 7.3427 (1.87); 7.3375 (3.71); 7.3227 (1.21); 7.3192(1.06); 6.4212 (8.33); 6.0495 (0.91); 6.0342 (3.56); 6.0228 (1.57);6.0119 (3.88); 6.0059 (4.41); 5.9924 (2.32); 5.9843 (3.39); 5.9799(1.95); 5.9663 (2.17); 5.9524 (1.08); 5.3490 (1.35); 5.3448 (3.42);5.3405 (3.50); 5.3363 (1.43); 5.3058 (1.21); 5.3017 (3.03); 5.2973(3.08); 5.2931 (1.27); 5.2229 (3.20); 5.2187 (2.98); 5.1967 (3.08);5.1926 (2.85); 5.1566 (1.60); 5.1144 (8.27); 5.0851 (8.34); 5.0642(0.67); 5.0429 (1.52); 4.6731 (4.96); 4.6439 (8.55); 4.5708 (8.84);4.5415 (5.09); 4.5136 (1.57); 4.4793 (1.68); 4.1128 (1.37); 4.0950(4.23); 4.0772 (4.12); 4.0661 (2.85); 4.0622 (6.54); 4.0587 (7.49);4.0540 (3.71); 4.0484 (6.30); 4.0447 (6.23); 4.0408 (2.77); 4.0261(0.57); 4.0123 (0.37); 3.9764 (1.52); 3.9418 (1.77); 3.9307 (4.56);3.9027 (3.89); 3.8875 (4.47); 3.8596 (4.23); 3.4058 (0.73); 3.3962(1.48); 3.3864 (0.93); 3.3771 (1.63); 3.3674 (3.05); 3.3577 (1.77);3.3481 (2.14); 3.3393 (2.58); 3.3290 (1.17); 3.3192 (5.71); 3.3120(2.46); 3.2982 (4.61); 3.2829 (1.51); 3.2762 (5.04); 3.2551 (3.87);2.9168 (1.12); 2.9102 (1.24); 2.8790 (2.12); 2.8528 (1.30); 2.8460(1.22); 2.3946 (1252.19); 2.3906 (1139.56); 2.3890 (1127.59); 2.2514(39.92); 2.2375 (3.51); 2.1877 (3.12); 2.1492 (2.38); 2.1437 (2.41);2.1373 (2.02); 2.1311 (1.33); 2.0876 (0.69); 2.0001 (17.30); 1.9939(6.22); 1.9877 (4.47); 1.9819 (37.32); 1.9758 (69.86); 1.9696 (97.74);1.9634 (67.50); 1.9572 (35.18); 1.9261 (1.11); 1.9158 (1.07); 1.8962(1.75); 1.8861 (1.80); 1.8639 (1.59); 1.8551 (1.59); 1.8342 (0.81);1.8242 (0.77); 1.8105 (0.50); 1.8042 (0.66); 1.7980 (0.81); 1.7918(0.64); 1.7858 (0.47); 1.7654 (0.84); 1.7550 (0.93); 1.7350 (1.63);1.7249 (1.68); 1.7038 (1.54); 1.6938 (1.54); 1.6739 (0.79); 1.6630(0.71); 1.3084 (0.35); 1.2468 (4.51); 1.2290 (8.85); 1.2112 (4.42)

Ex. I-94 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0020 (16.00); 7.4001 (3.66); 7.3940 (2.68); 7.3870 (4.54); 7.3819(7.38); 7.3752 (7.80); 7.3568 (5.05); 7.3534 (4.06); 7.3344 (5.27);7.3291 (3.66); 7.3167 (3.84); 7.3114 (5.88); 7.2994 (1.47); 7.2944(1.29); 7.1778 (6.49); 7.1668 (3.47); 7.0446 (3.18); 7.0308 (7.36);6.9071 (7.09); 6.8950 (3.99); 6.4176 (0.41); 6.0072 (0.86); 5.9936(1.95); 5.9872 (2.75); 5.9807 (2.12); 5.9674 (4.98); 5.9595 (3.43);5.9541 (1.92); 5.9505 (2.63); 5.9381 (3.78); 5.9244 (2.25); 5.9108(1.11); 5.7558 (5.44); 5.4556 (1.55); 5.4131 (5.32); 5.3741 (5.41);5.3316 (1.62); 5.3239 (1.71); 5.3196 (3.63); 5.3151 (4.06); 5.3110(2.05); 5.2806 (1.17); 5.2764 (3.01); 5.2719 (3.32); 5.2678 (1.68);5.1952 (3.19); 5.1907 (3.32); 5.1723 (1.54); 5.1691 (3.07); 5.1645(3.18); 4.6305 (3.67); 4.6009 (7.35); 4.5488 (7.44); 4.5192 (3.83);4.3591 (1.58); 4.3260 (1.68); 4.0678 (0.52); 4.0642 (0.44); 4.0580(0.37); 4.0543 (0.58); 4.0506 (0.50); 4.0386 (2.46); 4.0351 (4.57);4.0318 (5.15); 4.0284 (5.39); 4.0252 (5.30); 4.0219 (5.45); 4.0183(5.33); 4.0150 (5.01); 4.0115 (3.20); 3.9955 (1.02); 3.9914 (1.09);3.9818 (1.86); 3.9450 (1.68); 3.9218 (2.66); 3.8939 (2.88); 3.8785(3.28); 3.8506 (2.80); 3.4172 (0.51); 3.4080 (1.03); 3.3983 (0.81);3.3885 (1.31); 3.3793 (2.25); 3.3703 (1.35); 3.3605 (0.89); 3.3500(1.45); 3.3303 (127.25); 3.3062 (3.48); 3.2866 (3.67); 3.2666 (4.90);3.2432 (3.22); 3.2235 (3.24); 3.0376 (0.45); 2.8671 (1.11); 2.8368(2.01); 2.8100 (1.15); 2.5109 (14.07); 2.5066 (30.04); 2.5021 (41.47);2.4976 (32.27); 2.4933 (17.59); 2.1298 (1.38); 2.0950 (2.88); 2.0594(1.70); 1.8440 (0.54); 1.8347 (0.68); 1.8129 (1.29); 1.8051 (1.48);1.7829 (1.34); 1.7748 (1.28); 1.7534 (0.59); 1.7438 (0.48); 1.6151(0.49); 1.6043 (0.61); 1.5830 (1.22); 1.5747 (1.38); 1.5531 (1.27);1.5441 (1.27); 1.5234 (0.56); 1.5143 (0.46); 1.2994 (0.34); 1.2584(0.47); 1.2341 (0.54); −0.0002 (11.62); −0.0083 (0.74)

Ex. I-95 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0328 (8.77); 7.4202 (1.31); 7.3995 (2.81); 7.3798 (1.61); 7.1051(1.81); 7.0888 (4.14); 7.0849 (4.38); 7.0582 (1.65); 7.0528 (1.19);7.0395 (1.40); 7.0351 (1.35); 7.0306 (1.12); 6.4983 (4.14); 5.7540(1.13); 5.7333 (1.36); 5.7270 (1.37); 5.7061 (1.19); 5.3499 (0.84);5.3073 (2.68); 5.2579 (2.58); 5.2154 (0.86); 5.1892 (15.44); 4.3851(0.68); 4.3523 (0.74); 4.0555 (0.87); 4.0377 (2.66); 4.0199 (2.71);4.0021 (1.10); 3.9884 (0.69); 3.9542 (0.72); 3.9203 (1.27); 3.8930(1.45); 3.8773 (1.67); 3.8500 (1.41); 3.4166 (1.70); 3.3958 (1.89);3.3819 (1.41); 3.3735 (2.22); 3.3530 (3.58); 3.3321 (283.99); 3.3292(399.61); 3.3252 (431.39); 3.2665 (1.50); 3.2374 (0.90); 2.8663 (0.56);2.8357 (0.92); 2.8085 (0.54); 2.6795 (0.44); 2.6751 (0.96); 2.6705(1.37); 2.6660 (1.02); 2.6615 (0.50); 2.5407 (0.64); 2.5239 (2.33);2.5191 (3.55); 2.5105 (66.94); 2.5060 (142.51); 2.5014 (195.50); 2.4968(145.36); 2.4923 (73.57); 2.3373 (0.48); 2.3327 (0.98); 2.3282 (1.38);2.3236 (1.02); 2.3193 (0.54); 2.2069 (16.00); 2.1320 (0.66); 2.0994(1.37); 2.0735 (1.31); 1.9884 (11.95); 1.8251 (0.62); 1.8149 (0.64);1.7927 (0.57); 1.7846 (0.54); 1.5834 (0.57); 1.5740 (0.66); 1.5525(0.59); 1.5433 (0.59); 1.3976 (0.40); 1.2583 (0.33); 1.2358 (0.78);1.1922 (3.28); 1.1745 (6.57); 1.1566 (3.22); −0.0002 (2.54)

Ex. I-96 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0364 (7.68); 7.5600 (0.32); 7.5190 (3.72); 7.5145 (1.46); 7.5023(1.41); 7.4973 (5.27); 7.3952 (0.61); 7.3885 (5.81); 7.3834 (1.83);7.3718 (1.41); 7.3668 (4.41); 7.3601 (0.61); 6.4989 (4.14); 5.8137(1.05); 5.7941 (1.25); 5.7866 (1.25); 5.7668 (1.09); 5.3482 (0.84);5.3057 (2.64); 5.2564 (2.56); 5.2139 (0.84); 4.3856 (0.68); 4.3518(0.75); 4.0556 (0.65); 4.0378 (2.04); 4.0200 (2.12); 4.0021 (0.89);3.9858 (0.67); 3.9544 (0.73); 3.9357 (1.26); 3.9082 (1.30); 3.8925(1.52); 3.8652 (1.26); 3.5129 (1.89); 3.4673 (0.35); 3.4605 (0.39);3.4490 (0.64); 3.4230 (2.24); 3.4030 (3.01); 3.3841 (27.84); 3.3433(975.73); 3.2670 (2.02); 3.2369 (1.04); 3.2181 (0.77); 3.2065 (0.58);3.1885 (0.46); 2.8668 (0.59); 2.8361 (0.95); 2.8089 (0.57); 2.6761(0.88); 2.6716 (1.21); 2.6671 (0.92); 2.6626 (0.49); 2.5418 (0.70);2.5249 (2.33); 2.5202 (3.43); 2.5115 (58.98); 2.5070 (125.81); 2.5025(173.40); 2.4979 (129.49); 2.4934 (65.10); 2.3385 (0.43); 2.3337 (0.86);2.3292 (1.20); 2.3246 (0.91); 2.2070 (16.00); 2.1320 (0.65); 2.0995(1.36); 2.0861 (1.11); 2.0730 (1.79); 1.9885 (9.11); 1.8217 (0.57);1.8134 (0.62); 1.7916 (0.57); 1.7828 (0.54); 1.5829 (0.57); 1.5739(0.63); 1.5528 (0.58); 1.5432 (0.57); 1.3975 (0.58); 1.2347 (0.76);1.1924 (2.48); 1.1747 (4.82); 1.1568 (2.40); −0.0002 (10.04); −0.0084(0.37)

Ex. I-97 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0361 (8.30); 7.5327 (0.34); 7.5182 (0.35); 7.5105 (3.77); 7.5060(1.48); 7.4938 (1.38); 7.4889 (5.22); 7.4826 (0.85); 7.3723 (0.58);7.3655 (5.82); 7.3604 (1.86); 7.3488 (1.44); 7.3437 (4.52); 7.3369(0.62); 6.4991 (4.18); 5.8104 (1.04); 5.7909 (1.24); 5.7834 (1.23);5.7636 (1.11); 5.7535 (0.52); 5.3483 (0.85); 5.3060 (2.67); 5.2564(2.56); 5.2140 (0.85); 4.3859 (0.71); 4.3529 (0.77); 4.0558 (0.62);4.0380 (1.83); 4.0202 (1.91); 4.0023 (0.84); 3.9876 (0.67); 3.9536(0.73); 3.9336 (1.22); 3.9062 (1.36); 3.8904 (1.53); 3.8631 (1.25);3.6756 (0.43); 3.6573 (0.43); 3.5473 (1.78); 3.5289 (5.75); 3.5106(5.91); 3.4923 (2.01); 3.4182 (2.57); 3.4101 (1.78); 3.3985 (3.24);3.3489 (681.51); 3.3454 (828.78); 3.2671 (1.87); 3.2382 (1.00); 3.2200(0.71); 2.8665 (0.59); 2.8362 (0.97); 2.8095 (0.60); 2.6765 (0.78);2.6720 (1.08); 2.6674 (0.84); 2.5420 (0.67); 2.5252 (2.06); 2.5205(3.20); 2.5119 (52.97); 2.5074 (112.35); 2.5028 (153.29); 2.4983(113.87); 2.4938 (57.02); 2.3341 (0.78); 2.3296 (1.07); 2.3250 (0.81);2.2075 (16.00); 2.1304 (0.66); 2.1005 (1.36); 2.0730 (2.22); 1.9886(8.24); 1.8221 (0.59); 1.8137 (0.63); 1.7920 (0.58); 1.7834 (0.54);1.7603 (0.36); 1.5825 (0.56); 1.5740 (0.63); 1.5519 (0.59); 1.5434(0.58); 1.4392 (0.44); 1.4210 (0.97); 1.4026 (0.53); 1.3974 (0.38);1.3890 (5.89); 1.3707 (12.58); 1.3524 (5.72); 1.2349 (0.80); 1.1926(2.31); 1.1747 (4.59); 1.1570 (2.29); 1.0729 (1.96); 0.9492 (0.52);0.9337 (0.51); 0.9065 (0.60); −0.0002 (2.74)

Ex. I-98 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0379 (8.17); 7.5541 (0.33); 7.5131 (3.66); 7.5086 (1.44); 7.4966(1.38); 7.4914 (5.35); 7.4000 (0.63); 7.3933 (6.03); 7.3881 (1.88);7.3767 (1.41); 7.3715 (4.41); 7.3646 (0.61); 6.4989 (4.17); 5.8135(1.03); 5.7939 (1.24); 5.7865 (1.25); 5.7666 (1.10); 5.7538 (0.54);5.3488 (0.82); 5.3061 (2.57); 5.2569 (2.50); 5.2140 (0.83); 4.3864(0.68); 4.3543 (0.74); 4.0558 (0.71); 4.0379 (2.18); 4.0201 (2.25);4.0022 (0.94); 3.9879 (0.65); 3.9549 (0.73); 3.9380 (1.30); 3.9105(1.35); 3.8948 (1.53); 3.8675 (1.24); 3.4207 (2.07); 3.4106 (0.98);3.4009 (2.32); 3.3773 (4.37); 3.3489 (308.71); 3.3400 (639.72); 3.2704(1.74); 3.2379 (1.09); 3.1919 (0.40); 3.1798 (0.36); 3.1600 (0.36);3.0863 (0.55); 3.0745 (0.98); 3.0664 (1.02); 3.0629 (0.78); 3.0547(1.89); 3.0467 (0.68); 3.0429 (1.11); 3.0349 (1.06); 3.0231 (0.58);2.8667 (0.56); 2.8361 (0.94); 2.8091 (0.56); 2.6807 (0.34); 2.6762(0.70); 2.6716 (1.00); 2.6670 (0.77); 2.6625 (0.39); 2.5417 (0.60);2.5251 (1.70); 2.5203 (2.53); 2.5116 (47.51); 2.5071 (102.37); 2.5025(141.26); 2.4979 (105.38); 2.4933 (52.83); 2.3385 (0.38); 2.3339 (0.71);2.3293 (1.00); 2.3246 (0.76); 2.2072 (16.00); 2.1317 (0.64); 2.1005(1.34); 2.0862 (0.68); 2.0730 (1.96); 1.9885 (9.99); 1.8224 (0.56);1.8141 (0.60); 1.7919 (0.56); 1.7832 (0.54); 1.5830 (0.55); 1.5740(0.62); 1.5532 (0.59); 1.5443 (0.58); 1.3975 (0.89); 1.2529 (0.56);1.2444 (0.33); 1.2350 (0.89); 1.2019 (0.57); 1.1988 (0.62); 1.1925(2.94); 1.1879 (2.22); 1.1814 (2.65); 1.1747 (5.90); 1.1679 (2.94);1.1613 (2.27); 1.1570 (3.28); 1.1510 (0.91); 1.1481 (0.88); 1.0404(0.62); 1.0377 (0.90); 1.0267 (2.62); 1.0205 (2.40); 1.0153 (2.34);1.0090 (2.56); 0.9977 (0.64); 0.9947 (0.49); 0.0080 (0.39); −0.0002(13.04); −0.0084 (0.52)

Ex. I-99 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

9.8999 (0.37); 8.6557 (0.35); 8.0744 (0.36); 8.0441 (8.29); 8.0362(0.68); 7.5361 (1.35); 7.5164 (3.09); 7.4966 (2.34); 7.4107 (1.94);7.3911 (1.45); 7.3518 (1.59); 7.3467 (2.55); 7.3425 (1.87); 7.3161(1.48); 7.3138 (1.59); 7.3101 (1.17); 7.3077 (1.11); 7.2959 (1.17);7.2935 (1.17); 7.2898 (1.02); 6.4982 (4.53); 5.8266 (1.03); 5.8068(1.29); 5.7996 (1.20); 5.7794 (1.11); 5.4844 (0.50); 5.3492 (0.91);5.3069 (2.84); 5.2576 (2.61); 5.2152 (0.87); 4.3855 (0.75); 4.3528(0.81); 4.0555 (0.77); 4.0378 (2.25); 4.0200 (2.32); 4.0022 (0.98);3.9874 (0.73); 3.9509 (1.84); 3.9236 (1.32); 3.9078 (1.52); 3.8804(1.25); 3.5691 (1.62); 3.5507 (5.46); 3.5324 (5.57); 3.5140 (1.77);3.4248 (1.56); 3.4049 (1.81); 3.3817 (2.73); 3.3727 (1.27); 3.3619(2.23); 3.3551 (2.07); 3.3279 (535.35); 3.3262 (587.61); 3.2647 (1.24);3.2368 (0.70); 3.2288 (0.56); 2.8650 (0.53); 2.8346 (0.89); 2.8078(0.49); 2.6751 (0.88); 2.6706 (1.26); 2.6661 (0.90); 2.6617 (0.43);2.5408 (0.64); 2.5240 (2.12); 2.5191 (3.54); 2.5106 (64.31); 2.5060(138.27); 2.5014 (194.65); 2.4969 (146.41); 2.4924 (71.95); 2.3394(0.92); 2.3328 (1.01); 2.3283 (1.35); 2.3237 (0.98); 2.3193 (0.50);2.2068 (16.00); 2.1317 (0.70); 2.0995 (1.39); 2.0736 (1.16); 1.9885(9.99); 1.8239 (0.60); 1.8157 (0.62); 1.7926 (0.55); 1.7824 (0.53);1.5824 (0.56); 1.5724 (0.63); 1.5514 (0.60); 1.5435 (0.55); 1.4336(0.53); 1.4265 (0.43); 1.3916 (5.50); 1.3733 (11.99); 1.3549 (5.58);1.3369 (0.40); 1.2582 (0.43); 1.2364 (0.83); 1.1923 (2.76); 1.1745(5.48); 1.1567 (2.67); 0.0080 (1.47); −0.0002 (50.85); −0.0085 (2.00)

Ex. I-100 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0259 (4.56); 7.3756 (0.77); 7.3701 (0.83); 7.3563 (1.17); 7.3369(0.72); 7.3209 (1.83); 7.3152 (2.15); 7.3082 (2.42); 7.3022 (1.29);7.2957 (1.88); 7.2903 (1.91); 7.2849 (0.81); 7.2791 (0.77); 7.2739(0.65); 7.1758 (1.93); 7.1654 (0.95); 7.0426 (0.95); 7.0293 (2.11);6.9066 (2.08); 6.8935 (1.05); 6.0994 (0.68); 6.0787 (0.99); 6.0719(0.80); 6.0512 (0.69); 5.4556 (0.47); 5.4128 (1.56); 5.3716 (1.57);5.3295 (0.51); 4.3657 (0.52); 4.3320 (0.55); 4.0557 (0.66); 4.0379(1.91); 4.0201 (2.32); 4.0022 (0.80); 3.9891 (1.16); 3.9741 (1.27);3.9614 (1.29); 3.9464 (1.32); 3.9293 (1.87); 3.8734 (1.83); 3.8410(0.92); 3.4866 (1.76); 3.4700 (3.97); 3.4536 (2.08); 3.4126 (0.74);3.3575 (110.14); 3.3531 (132.04); 3.3343 (459.31); 3.3127 (7.55); 3.2915(2.61); 3.2683 (2.08); 3.2473 (1.69); 3.2387 (4.20); 3.2330 (16.00);2.8679 (0.41); 2.8367 (0.73); 2.8057 (0.44); 2.6758 (0.96); 2.6711(1.25); 2.6666 (1.30); 2.6614 (2.20); 2.6449 (3.82); 2.6284 (1.78);2.5414 (0.56); 2.5109 (79.34); 2.5068 (120.74); 2.5022 (134.92); 2.4976(88.43); 2.4931 (37.93); 2.3335 (0.82); 2.3290 (0.94); 2.3243 (0.64);2.1354 (0.50); 2.1001 (1.03); 2.0732 (1.63); 2.0634 (0.61); 1.9943(1.90); 1.9886 (8.66); 1.8151 (0.48); 1.7835 (0.45); 1.5820 (0.46);1.5733 (0.44); 1.5513 (0.48); 1.3976 (0.55); 1.2411 (0.46); 1.1924(2.37); 1.1803 (1.00); 1.1746 (4.70); 1.1568 (2.26); 0.0055 (0.75);−0.0002 (3.72)

Ex. I-101 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0443 (8.70); 8.0363 (0.59); 7.5371 (1.30); 7.5173 (3.20); 7.4975(2.33); 7.4184 (2.00); 7.3990 (1.51); 7.3854 (1.82); 7.3799 (2.71);7.3405 (1.47); 7.3383 (1.60); 7.3346 (1.35); 7.3324 (1.24); 7.3204(1.26); 7.3181 (1.24); 7.3144 (1.14); 7.3121 (1.01); 6.4982 (4.47);5.8323 (1.05); 5.8126 (1.27); 5.8052 (1.29); 5.7855 (1.17); 5.4847(0.39); 5.3492 (0.91); 5.3067 (2.80); 5.2577 (2.67); 5.2153 (0.87);4.3834 (0.74); 4.3508 (0.78); 4.0557 (0.85); 4.0378 (2.48); 4.0200(2.53); 4.0022 (1.01); 3.9870 (0.71); 3.9541 (1.86); 3.9266 (1.42);3.9109 (1.60); 3.8837 (1.29); 3.4171 (1.79); 3.4092 (0.78); 3.3976(1.77); 3.3902 (0.78); 3.3806 (1.35); 3.3736 (2.03); 3.3541 (2.68);3.3254 (486.84); 3.2654 (1.36); 3.2371 (0.60); 3.1128 (0.43); 3.1010(0.93); 3.0929 (0.97); 3.0894 (0.68); 3.0812 (1.83); 3.0732 (0.60);3.0695 (1.01); 3.0613 (0.98); 3.0496 (0.50); 2.8648 (0.53); 2.8348(0.92); 2.8076 (0.50); 2.6794 (0.38); 2.6750 (0.79); 2.6705 (1.09);2.6660 (0.79); 2.5407 (0.60); 2.5239 (1.98); 2.5191 (3.23); 2.5105(55.78); 2.5060 (119.13); 2.5013 (167.08); 2.4968 (125.22); 2.4923(61.24); 2.3400 (0.75); 2.3327 (0.84); 2.3283 (1.11); 2.3237 (0.84);2.3192 (0.42); 2.2069 (16.00); 2.1310 (0.67); 2.1003 (1.35); 2.0736(0.91); 1.9885 (11.11); 1.8215 (0.58); 1.8119 (0.61); 1.7903 (0.58);1.7822 (0.53); 1.5812 (0.55); 1.5717 (0.66); 1.5515 (0.57); 1.5420(0.57); 1.2360 (0.56); 1.1923 (3.12); 1.1852 (0.52); 1.1745 (6.55);1.1688 (1.87); 1.1628 (2.62); 1.1567 (3.47); 1.1478 (2.16); 1.1430(2.65); 1.1278 (0.69); 1.0192 (0.79); 1.0164 (0.74); 1.0068 (2.25);0.9995 (2.43); 0.9943 (1.98); 0.9897 (1.65); 0.9787 (0.60); 0.0081(0.82); −0.0002 (28.08); −0.0084 (1.03)

Ex. I-102 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0559 (5.76); 7.5877 (0.59); 7.5833 (0.84); 7.5678 (2.32); 7.5632(2.37); 7.5584 (2.09); 7.5388 (2.80); 7.5189 (1.35); 7.4908 (2.14);7.4863 (2.01); 7.4714 (1.19); 7.4668 (1.04); 7.3139 (1.01); 7.1807(2.33); 7.1678 (1.10); 7.0475 (1.13); 7.0317 (2.54); 6.9072 (2.33);6.8959 (1.25); 6.1931 (0.99); 6.1656 (1.49); 6.1629 (1.38); 6.1352(1.02); 5.7569 (2.74); 5.4626 (0.54); 5.4200 (1.83); 5.3783 (1.83);5.3358 (0.53); 4.3707 (0.54); 4.3370 (0.56); 4.0378 (0.46); 4.0200(0.46); 3.9882 (0.50); 3.9545 (0.55); 3.8641 (0.79); 3.8332 (0.94);3.8208 (1.20); 3.7901 (0.99); 3.5931 (1.15); 3.5660 (1.17); 3.5499(0.98); 3.5323 (16.00); 3.5230 (1.19); 3.4284 (0.38); 3.4084 (0.45);3.3994 (0.80); 3.3903 (0.46); 3.3709 (0.42); 3.3198 (18.47); 3.2968(0.73); 3.2694 (0.71); 3.2409 (0.40); 2.8699 (0.38); 2.8395 (0.68);2.8125 (0.39); 2.5235 (0.59); 2.5101 (14.00); 2.5057 (28.45); 2.5013(37.56); 2.4968 (26.82); 2.4924 (12.77); 2.1496 (0.48); 2.1159 (0.99);2.0819 (0.55); 1.9887 (1.88); 1.8256 (0.44); 1.7997 (0.40); 1.5836(0.43); 1.5610 (0.40); 1.5529 (0.39); 1.1921 (0.53); 1.1743 (1.04);1.1566 (0.51); −0.0002 (1.21)

Ex. I-103 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0529 (5.93); 7.5869 (0.53); 7.5824 (0.77); 7.5670 (2.15); 7.5623(2.27); 7.5579 (2.11); 7.5384 (2.68); 7.5184 (1.32); 7.4901 (2.00);7.4856 (1.97); 7.4707 (1.17); 7.4661 (1.04); 6.4981 (2.78); 6.1919(0.90); 6.1646 (1.31); 6.1616 (1.27); 6.1341 (0.94); 5.7542 (3.07);5.3528 (0.57); 5.3102 (1.76); 5.2596 (1.69); 5.2171 (0.57); 5.1958(0.42); 4.3913 (0.48); 4.3584 (0.52); 4.0558 (0.75); 4.0380 (2.27);4.0202 (2.32); 4.0024 (1.02); 3.9929 (0.48); 3.9582 (0.51); 3.8638(0.70); 3.8330 (0.86); 3.8205 (1.09); 3.7898 (0.90); 3.5921 (1.05);3.5650 (1.03); 3.5489 (0.89); 3.5295 (16.00); 3.5221 (1.50); 3.4228(0.45); 3.4138 (0.39); 3.4034 (0.59); 3.3938 (1.04); 3.3843 (0.87);3.3446 (97.60); 3.3412 (154.65); 3.3356 (273.64); 3.2710 (1.04); 3.2424(0.58); 3.2362 (0.49); 3.0430 (0.94); 2.8716 (0.36); 2.8548 (0.88);2.8436 (0.64); 2.8132 (0.36); 2.6713 (0.44); 2.6668 (0.34); 2.5246(0.88); 2.5112 (22.73); 2.5068 (46.88); 2.5022 (63.49); 2.4976 (47.55);2.4932 (24.33); 2.3336 (0.33); 2.3289 (0.44); 2.3242 (0.33); 2.2087(10.45); 2.1928 (1.05); 2.1485 (0.49); 2.1167 (0.95); 2.0998 (0.43);2.0865 (0.53); 2.0732 (0.70); 1.9886 (10.04); 1.8256 (0.43); 1.8013(0.37); 1.5901 (0.37); 1.5813 (0.39); 1.5604 (0.36); 1.5512 (0.36);1.1924 (2.79); 1.1747 (5.53); 1.1569 (2.75); −0.0002 (6.38)

Ex. I-104 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0255 (7.87); 7.4733 (1.41); 7.4692 (1.69); 7.4543 (1.81); 7.4498(2.49); 7.4441 (0.93); 7.4290 (2.04); 7.4250 (1.64); 7.4097 (1.62);7.4055 (1.27); 7.3424 (1.38); 7.3396 (1.55); 7.3236 (2.04); 7.3207(2.14); 7.3050 (0.85); 7.3021 (0.81); 7.2488 (2.50); 7.2464 (2.35);7.2288 (2.00); 7.2266 (1.78); 6.5392 (1.62); 6.5363 (1.71); 6.5047(4.46); 6.4961 (2.94); 6.4931 (2.81); 6.3744 (2.04); 6.3485 (2.67);6.3313 (1.28); 6.3052 (1.57); 6.1209 (2.31); 6.1183 (2.27); 6.0952(1.80); 6.0923 (1.92); 5.7899 (1.18); 5.7707 (1.43); 5.7615 (1.43);5.7419 (1.26); 5.3598 (0.96); 5.3169 (2.54); 5.2630 (2.54); 5.2205(0.95); 4.3861 (0.77); 4.3535 (0.81); 3.9855 (0.78); 3.9499 (0.84);3.8801 (1.24); 3.8515 (1.50); 3.8370 (1.69); 3.8086 (1.39); 3.5802(0.38); 3.5771 (0.47); 3.5680 (0.38); 3.5593 (0.39); 3.5504 (0.35);3.5199 (0.45); 3.5067 (0.53); 3.4924 (0.50); 3.4804 (0.63); 3.4599(0.60); 3.3662 (371.90); 3.3627 (408.35); 3.3576 (412.22); 3.3535(509.10); 3.3089 (2.27); 3.2895 (2.38); 3.2655 (2.23); 3.2464 (1.60);3.2310 (0.58); 3.2250 (0.45); 2.8641 (0.46); 2.8591 (0.52); 2.8277(0.96); 2.8014 (0.57); 2.6770 (1.44); 2.6725 (2.02); 2.6681 (1.50);2.5429 (1.17); 2.5260 (3.37); 2.5213 (5.36); 2.5125 (106.97); 2.5081(231.40); 2.5035 (311.24); 2.4990 (221.48); 2.4944 (104.20); 2.4521(0.33); 2.3393 (0.67); 2.3348 (1.45); 2.3302 (2.00); 2.3256 (1.49);2.2050 (16.00); 2.1263 (0.68); 2.0933 (1.41); 2.0774 (9.07); 2.0649(0.87); 1.8119 (0.57); 1.8064 (0.64); 1.7812 (0.56); 1.5710 (0.59);1.5602 (0.60); 1.5394 (0.64); 1.5304 (0.60); 1.2346 (1.09); 0.0080(1.37); −0.0002 (53.87); −0.0085 (2.06)

Ex. I-105 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

9.8988 (0.38); 8.6666 (0.38); 8.0444 (10.51); 7.6665 (0.35); 7.6615(0.37); 7.5583 (0.35); 7.5373 (0.58); 7.5120 (4.58); 7.5075 (1.83);7.4952 (2.04); 7.4904 (6.14); 7.4840 (1.04); 7.4742 (0.40); 7.4686(0.32); 7.3759 (0.95); 7.3692 (7.09); 7.3640 (2.32); 7.3525 (1.98);7.3474 (5.54); 7.3405 (0.79); 7.3157 (1.73); 7.1824 (4.04); 7.1743(2.23); 7.0494 (2.00); 7.0383 (4.86); 6.9151 (4.23); 6.9025 (2.45);5.8134 (1.24); 5.7938 (1.53); 5.7862 (1.49); 5.7664 (1.31); 5.4645(1.01); 5.4218 (3.16); 5.3795 (3.09); 5.3368 (1.04); 4.3650 (0.98);4.3334 (1.01); 4.0546 (0.73); 4.0368 (2.27); 4.0190 (2.31); 4.0011(0.94); 3.9831 (0.90); 3.9480 (1.05); 3.9348 (1.65); 3.9073 (1.65);3.8916 (1.84); 3.8643 (1.44); 3.6822 (0.62); 3.6638 (0.64); 3.5520(1.95); 3.5337 (6.61); 3.5153 (6.80); 3.4971 (2.26); 3.4687 (0.33);3.4493 (0.56); 3.4204 (3.01); 3.3742 (362.17); 3.3650 (293.54); 3.3614(310.52); 3.2995 (1.55); 3.2936 (1.57); 3.2630 (1.83); 3.2345 (1.12);2.8623 (0.77); 2.8321 (1.30); 2.8055 (0.76); 2.6778 (0.83); 2.6732(1.13); 2.6686 (0.84); 2.6642 (0.44); 2.5435 (0.58); 2.5263 (2.90);2.5131 (62.32); 2.5086 (126.10); 2.5041 (165.60); 2.4995 (120.37);2.4951 (59.88); 2.3353 (0.87); 2.3308 (1.16); 2.3262 (0.88); 2.1298(0.93); 2.0972 (1.84); 2.0773 (1.99); 2.0646 (1.07); 1.9904 (10.53);1.9626 (0.64); 1.8389 (0.46); 1.8175 (0.82); 1.8092 (0.89); 1.7870(0.81); 1.7789 (0.77); 1.7567 (0.38); 1.6110 (0.38); 1.6013 (0.46);1.5803 (0.82); 1.5711 (0.90); 1.5497 (0.89); 1.5410 (0.80); 1.5198(0.39); 1.5107 (0.33); 1.4383 (0.77); 1.4200 (1.59); 1.4017 (0.91);1.3967 (0.71); 1.3883 (7.30); 1.3700 (16.00); 1.3516 (7.20); 1.2580(0.34); 1.2350 (0.58); 1.1921 (3.01); 1.1743 (5.94); 1.1565 (2.93);0.0080 (0.56); −0.0002 (14.07); −0.0085 (0.61)

Ex. I-106 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

9.8988 (0.42); 8.6666 (0.40); 8.0461 (11.60); 7.6713 (0.43); 7.6663(0.43); 7.5798 (0.45); 7.5588 (0.64); 7.5149 (5.00); 7.5104 (2.01);7.4982 (2.31); 7.4934 (7.22); 7.4869 (1.27); 7.4796 (0.58); 7.4743(0.41); 7.4040 (1.20); 7.3973 (8.41); 7.3921 (2.66); 7.3806 (2.22);7.3755 (6.10); 7.3688 (0.92); 7.3157 (1.99); 7.1825 (4.64); 7.1742(2.56); 7.0494 (2.26); 7.0382 (5.57); 6.9153 (4.88); 6.9025 (2.82);5.8166 (1.41); 5.7970 (1.73); 5.7896 (1.71); 5.7697 (1.48); 5.4647(1.15); 5.4221 (3.55); 5.3797 (3.52); 5.3369 (1.21); 4.3664 (1.09);4.3345 (1.16); 4.0546 (1.12); 4.0368 (3.43); 4.0190 (3.51); 4.0012(1.37); 3.9843 (1.02); 3.9394 (2.10); 3.9119 (1.91); 3.8962 (2.10);3.8688 (1.67); 3.4719 (0.37); 3.4530 (0.54); 3.4232 (3.31); 3.3757(421.85); 3.3733 (400.20); 3.3655 (363.95); 3.3612 (465.90); 3.2948(1.93); 3.2634 (2.13); 3.2352 (1.26); 3.1890 (0.48); 3.1808 (0.47);3.1691 (0.55); 3.1573 (0.45); 3.1493 (0.43); 3.0951 (0.73); 3.0834(1.38); 3.0753 (1.46); 3.0718 (1.12); 3.0636 (2.60); 3.0555 (1.07);3.0518 (1.58); 3.0438 (1.48); 3.0321 (0.83); 2.8627 (0.88); 2.8349(1.51); 2.8056 (0.90); 2.6778 (1.09); 2.6733 (1.49); 2.6687 (1.14);2.6642 (0.60); 2.5436 (0.83); 2.5266 (3.48); 2.5132 (80.40); 2.5088(164.89); 2.5042 (217.64); 2.4996 (158.20); 2.4952 (78.41); 2.3399(0.58); 2.3355 (1.13); 2.3309 (1.52); 2.3263 (1.14); 2.1306 (1.08);2.0981 (2.11); 2.0773 (2.50); 2.0652 (1.23); 1.9904 (16.00); 1.8386(0.51); 1.8175 (0.93); 1.8096 (0.99); 1.7870 (0.93); 1.7790 (0.86);1.7581 (0.43); 1.6115 (0.41); 1.6019 (0.51); 1.5810 (0.93); 1.5717(1.04); 1.5503 (0.97); 1.5414 (0.96); 1.5200 (0.45); 1.5104 (0.42);1.2814 (0.33); 1.2650 (0.42); 1.2577 (0.47); 1.2533 (0.63); 1.2446(0.78); 1.2338 (1.24); 1.2182 (0.46); 1.2022 (0.93); 1.1991 (1.04);1.1921 (5.22); 1.1882 (3.46); 1.1817 (3.99); 1.1794 (3.55); 1.1743(10.13); 1.1682 (4.49); 1.1615 (3.44); 1.1565 (5.32); 1.1514 (1.46);1.1483 (1.40); 1.1313 (0.41); 1.1162 (0.39); 1.1057 (0.50); 1.0988(0.48); 1.0879 (0.46); 1.0744 (0.34); 1.0374 (1.06); 1.0346 (1.47);1.0237 (3.87); 1.0174 (3.70); 1.0146 (3.22); 1.0123 (3.51); 1.0060(3.74); 0.9948 (1.14); 0.9917 (0.80); 0.0080 (0.89); −0.0002 (22.71);−0.0085 (0.98)

Ex. I-107 Solvent: DMSO-d6, Spectrometer: 601.6 MHz

8.0699 (1.56); 8.0655 (0.77); 8.0584 (7.96); 7.5193 (0.34); 7.5151(0.40); 7.5050 (0.39); 7.5006 (0.49); 7.4713 (0.86); 7.4636 (1.87);7.4614 (2.09); 7.4508 (2.21); 7.4486 (2.53); 7.4430 (1.33); 7.4403(1.19); 7.4300 (2.12); 7.4276 (1.94); 7.4171 (1.54); 7.4145 (1.35);7.3742 (0.83); 7.3598 (0.68); 7.3442 (1.62); 7.3329 (2.38); 7.3316(2.45); 7.3207 (1.06); 7.3191 (1.05); 7.2725 (3.57); 7.2608 (2.40);7.1823 (3.64); 7.1295 (1.72); 7.0938 (1.77); 7.0391 (4.06); 6.9488(1.91); 6.9148 (4.68); 5.7868 (0.36); 5.7769 (1.49); 5.7638 (1.66);5.7583 (1.65); 5.7450 (1.39); 5.4582 (1.61); 5.4298 (3.23); 5.3738(3.32); 5.3454 (1.65); 4.3587 (1.17); 4.3369 (1.21); 4.0452 (1.26);4.0334 (3.79); 4.0215 (3.80); 4.0097 (1.29); 3.9748 (1.11); 3.9526(1.18); 3.8896 (1.39); 3.8760 (0.49); 3.8707 (1.59); 3.8610 (1.74);3.8422 (1.39); 3.4149 (0.73); 3.4087 (1.16); 3.4032 (1.01); 3.3962(1.84); 3.3897 (2.67); 3.3831 (2.87); 3.3565 (1558.53); 3.3329 (19.82);3.3228 (3.19); 3.3095 (2.26); 3.2941 (1.84); 3.2810 (2.38); 3.2617(1.60); 3.2425 (0.89); 2.8509 (0.80); 2.8307 (1.47); 2.8120 (0.79);2.6182 (2.02); 2.6153 (2.72); 2.6125 (2.09); 2.5430 (1.16); 2.5242(5.92); 2.5213 (8.67); 2.5064 (320.67); 2.5036 (426.88); 2.5008(331.00); 2.3906 (2.11); 2.3877 (2.79); 2.3849 (2.16); 2.1233 (1.07);2.0969 (1.31); 2.0870 (1.24); 2.0786 (4.62); 2.0647 (1.16); 1.9907(16.00); 1.9057 (0.64); 1.8946 (1.70); 1.8824 (4.85); 1.8782 (5.67);1.8666 (1.06); 1.8551 (0.51); 1.8286 (0.45); 1.8218 (0.48); 1.8074(0.95); 1.8021 (1.04); 1.7873 (0.98); 1.7816 (0.93); 1.7674 (0.44);1.7608 (0.36); 1.5976 (0.58); 1.5935 (0.66); 1.5883 (1.18); 1.5814(1.86); 1.5756 (3.26); 1.5714 (3.24); 1.5694 (3.15); 1.5649 (3.69);1.5464 (1.43); 1.5416 (1.24); 1.5260 (0.46); 1.5203 (0.38); 1.4070(0.47); 1.3970 (0.80); 1.2575 (0.42); 1.2343 (1.09); 1.1859 (4.28);1.1741 (8.54); 1.1622 (4.23); 0.8535 (0.40); 0.0965 (0.42); 0.0050(4.85); −0.0002 (93.16); −0.1001 (0.44)

Ex. I-108 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

9.9110 (0.70); 9.8838 (0.77); 9.7909 (2.81); 8.4610 (1.53); 8.4349(1.62); 8.3176 (5.06); 8.3133 (5.05); 8.0366 (10.84); 8.0276 (3.57);7.9519 (0.80); 7.5932 (2.45); 7.5736 (2.93); 7.4029 (3.08); 7.3857(3.78); 7.3669 (0.48); 7.3489 (1.89); 7.3338 (3.25); 7.3151 (2.91);7.3093 (3.77); 7.2821 (0.84); 7.2580 (2.32); 7.2391 (2.74); 7.2208(1.15); 7.1756 (6.61); 7.1651 (3.21); 7.0427 (3.18); 7.0291 (7.47);6.9065 (6.42); 6.8931 (3.59); 6.0352 (0.48); 6.0169 (0.61); 6.0068(0.59); 5.9895 (0.56); 5.9082 (1.55); 5.8893 (1.80); 5.8811 (1.74);5.8617 (1.52); 5.7532 (9.02); 5.4545 (1.40); 5.4401 (0.34); 5.4126(4.85); 5.3848 (0.49); 5.3696 (4.87); 5.3265 (1.59); 5.3142 (0.35);4.3603 (1.43); 4.3300 (1.48); 4.0560 (1.24); 4.0381 (3.65); 4.0202(3.67); 4.0025 (1.29); 3.9781 (1.40); 3.9442 (3.12); 3.9171 (2.12);3.9082 (1.09); 3.9006 (2.14); 3.8733 (1.75); 3.4700 (0.37); 3.4589(0.35); 3.4388 (0.47); 3.4080 (1.48); 3.3793 (3.98); 3.3488 (505.10);3.3438 (1135.71); 3.3206 (18.94); 3.2516 (3.82); 3.2314 (3.41); 3.2073(2.42); 3.1878 (1.94); 3.1596 (0.35); 2.8907 (5.76); 2.8588 (1.12);2.8295 (1.87); 2.8008 (1.09); 2.7310 (4.97); 2.6765 (0.92); 2.6716(1.26); 2.6667 (0.98); 2.5418 (0.85); 2.5070 (149.08); 2.5027 (203.49);2.4986 (145.34); 2.4073 (0.40); 2.3293 (1.37); 2.3246 (1.04); 2.3206(0.62); 2.1251 (1.28); 2.0909 (2.57); 2.0729 (2.09); 2.0583 (1.47);1.9885 (16.00); 1.8444 (0.50); 1.8025 (1.18); 1.7801 (1.20); 1.7735(1.11); 1.7433 (0.49); 1.5973 (0.61); 1.5776 (1.15); 1.5682 (1.24);1.5471 (1.13); 1.5381 (1.10); 1.5161 (0.55); 1.5051 (0.41); 1.2369(0.79); 1.1925 (4.25); 1.1747 (8.36); 1.1569 (4.06); −0.0002 (2.40)

Ex. I-109 Solvent: DMSO-d6, Spectrometer: 601.6 MHz

9.9404 (0.32); 9.9227 (0.35); 9.8187 (1.48); 8.7946 (0.39); 8.4595(0.71); 8.4523 (0.45); 8.4419 (0.70); 8.3171 (2.61); 8.3145 (2.69);8.0453 (5.68); 8.0353 (1.96); 7.5919 (1.33); 7.5786 (1.48); 7.3988(1.57); 7.3966 (1.71); 7.3858 (1.97); 7.3837 (2.05); 7.3464 (1.05);7.3440 (0.78); 7.3339 (1.61); 7.3208 (1.47); 7.3185 (1.47); 7.3076(0.36); 7.2745 (0.33); 7.2620 (0.50); 7.2502 (1.14); 7.2378 (1.42);7.2251 (0.65); 6.5051 (4.25); 6.0185 (0.34); 6.0126 (0.34); 5.9006(0.80); 5.8879 (0.91); 5.8825 (0.90); 5.8697 (0.81); 5.7632 (0.65);5.3469 (1.29); 5.3185 (2.60); 5.2590 (2.50); 5.2307 (1.27); 4.3804(0.74); 4.3587 (0.77); 4.0455 (0.49); 4.0336 (1.34); 4.0218 (1.33);4.0099 (0.45); 3.9766 (0.70); 3.9534 (0.76); 3.9399 (0.44); 3.9338(0.93); 3.9214 (0.43); 3.9155 (1.10); 3.9113 (0.52); 3.9050 (1.13);3.8929 (0.40); 3.8867 (0.96); 3.5679 (0.40); 3.4111 (0.56); 3.3999(1.06); 3.3941 (2.07); 3.3897 (2.08); 3.3666 (1439.30); 3.3432 (6.28);3.3350 (1.30); 3.3126 (0.36); 3.2758 (0.68); 3.2585 (1.22); 3.2467(0.64); 3.2382 (1.47); 3.2310 (0.80); 3.2258 (1.10); 3.2182 (0.49);3.2097 (0.96); 3.1970 (0.94); 2.8909 (2.42); 2.8430 (0.55); 2.8243(0.96); 2.8048 (0.55); 2.7307 (1.86); 2.6189 (0.85); 2.6159 (1.17);2.6129 (0.86); 2.5436 (0.61); 2.5251 (2.10); 2.5221 (2.75); 2.5190(3.14); 2.5101 (61.66); 2.5072 (130.20); 2.5042 (175.90); 2.5012(125.77); 2.4982 (56.95); 2.3913 (0.79); 2.3883 (1.09); 2.3853 (0.78);2.2039 (16.00); 2.1935 (0.80); 2.1189 (0.68); 2.0941 (1.20); 2.0777(1.69); 2.0669 (0.72); 1.9905 (5.83); 1.8101 (0.59); 1.8042 (0.63);1.7896 (0.60); 1.7838 (0.57); 1.5635 (0.58); 1.5573 (0.63); 1.5429(0.60); 1.5369 (0.58); 1.4188 (5.51); 1.2347 (0.53); 1.1861 (1.52);1.1742 (3.03); 1.1624 (1.49); −0.0002 (6.39)

Ex. I-110 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0321 (9.05); 7.4217 (1.23); 7.4009 (2.81); 7.3815 (1.77); 7.3103(1.48); 7.1770 (3.42); 7.1656 (1.70); 7.1062 (1.90); 7.0892 (4.37);7.0853 (4.23); 7.0592 (1.77); 7.0526 (1.29); 7.0437 (1.85); 7.0406(1.81); 7.0352 (1.45); 7.0297 (4.45); 6.9069 (3.17); 6.8938 (1.98);5.7535 (1.31); 5.7348 (1.39); 5.7283 (1.40); 5.7076 (1.26); 5.4566(0.76); 5.4139 (2.56); 5.3719 (2.55); 5.3294 (0.78); 5.1880 (16.00);4.3624 (0.75); 4.3296 (0.77); 4.0378 (0.50); 4.0201 (0.49); 3.9821(0.74); 3.9492 (0.78); 3.9209 (1.36); 3.8936 (1.55); 3.8779 (1.77);3.8506 (1.51); 3.7054 (0.47); 3.6841 (0.34); 3.4806 (0.75); 3.4160(4.44); 3.3952 (6.81); 3.3494 (1409.91); 3.3462 (1693.59); 3.2380(1.77); 2.8669 (0.67); 2.8365 (1.07); 2.8092 (0.66); 2.6764 (1.60);2.6718 (2.26); 2.6673 (1.71); 2.6628 (0.91); 2.5420 (1.49); 2.5252(4.18); 2.5204 (6.24); 2.5118 (103.86); 2.5073 (221.88); 2.5027(305.28); 2.4982 (226.97); 2.4937 (113.55); 2.3341 (1.46); 2.3295(2.07); 2.3249 (1.58); 2.3204 (0.78); 2.1356 (0.66); 2.0989 (1.35);2.0728 (7.95); 1.9885 (1.96); 1.8097 (0.64); 1.7875 (0.57); 1.7600(0.40); 1.5843 (0.59); 1.5764 (0.64); 1.5543 (0.61); 1.5451 (0.58);1.3976 (0.37); 1.2348 (1.62); 1.1925 (0.59); 1.1747 (1.20); 1.1596(2.00); 1.1030 (3.08); 0.9581 (0.79); 0.9426 (0.82); 0.9065 (1.80);0.8896 (0.33); −0.0002 (7.71)

Ex. I-111 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0375 (9.29); 7.3766 (0.71); 7.3718 (0.83); 7.3567 (1.06); 7.3519(1.19); 7.3482 (0.87); 7.3420 (0.87); 7.3294 (0.96); 7.3234 (1.19);7.2746 (0.69); 7.2625 (0.60); 7.2550 (1.72); 7.2430 (1.77); 7.2352(1.29); 7.2250 (3.12); 7.2211 (3.32); 7.2066 (0.85); 7.2013 (0.70);6.4977 (4.08); 5.9676 (1.26); 5.9489 (1.47); 5.9396 (1.48); 5.9208(1.32); 5.7542 (0.47); 5.3474 (0.83); 5.3048 (2.63); 5.2556 (2.56);5.2129 (0.85); 5.1403 (13.00); 4.3826 (0.70); 4.3495 (0.72); 4.0378(0.76); 4.0200 (0.81); 4.0022 (0.38); 3.9839 (0.67); 3.9732 (1.57);3.9450 (1.98); 3.9298 (1.73); 3.9017 (1.41); 3.6012 (0.38); 3.4507(0.56); 3.4086 (1.56); 3.3862 (4.60); 3.3672 (9.36); 3.3383 (2244.46);3.2362 (1.38); 3.2062 (0.77); 2.8651 (0.63); 2.8348 (0.97); 2.8078(0.58); 2.6802 (0.82); 2.6758 (1.76); 2.6712 (2.51); 2.6666 (1.86);2.6620 (0.93); 2.5414 (1.58); 2.5246 (4.44); 2.5199 (6.56); 2.5112(119.04); 2.5067 (255.24); 2.5021 (351.18); 2.4975 (259.86); 2.4930(128.63); 2.3381 (0.79); 2.3334 (1.74); 2.3289 (2.42); 2.3243 (1.81);2.3198 (0.92); 2.2059 (16.00); 2.1313 (0.64); 2.1026 (1.33); 2.0859(0.95); 2.0731 (7.19); 1.9885 (3.47); 1.8203 (0.56); 1.8115 (0.62);1.7904 (0.56); 1.7813 (0.54); 1.7600 (0.63); 1.7512 (0.33); 1.5808(0.57); 1.5721 (0.64); 1.5500 (0.60); 1.5408 (0.58); 1.4042 (0.66);1.3976 (4.45); 1.2347 (1.74); 1.1924 (0.96); 1.1746 (1.94); 1.1568(0.93); 1.0122 (0.39); 0.8896 (0.57); 0.0080 (0.54); −0.0002 (19.05);−0.0085 (0.69)

Ex. I-112 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0116 (5.21); 7.3254 (1.71); 7.3207 (0.98); 7.3083 (2.59); 7.2903(0.96); 7.2859 (0.55); 7.1753 (1.95); 7.1649 (0.94); 7.1397 (1.46);7.1198 (1.07); 7.1174 (1.04); 7.0422 (0.92); 7.0289 (2.18); 7.0154(0.81); 6.9950 (1.39); 6.9782 (0.67); 6.9054 (1.91); 6.8931 (1.08);5.8995 (0.70); 5.8815 (0.81); 5.8719 (0.81); 5.8536 (0.73); 5.7547(4.42); 5.4534 (0.42); 5.4109 (1.44); 5.3696 (1.41); 5.3307 (6.82);4.3558 (0.41); 4.3220 (0.43); 4.0380 (0.67); 4.0202 (0.68); 3.9737(0.43); 3.9428 (0.42); 3.9014 (0.74); 3.8734 (0.87); 3.8586 (0.99);3.8307 (0.82); 3.4042 (0.39); 3.3943 (0.36); 3.3829 (0.62); 3.3747(1.19); 3.3509 (50.54); 3.3451 (48.30); 3.3371 (49.80); 3.3334 (57.03);3.3283 (74.39); 3.3165 (1.92); 3.3050 (0.89); 3.2981 (1.33); 3.2733(1.01); 3.2553 (1.18); 2.8377 (0.51); 2.8353 (0.51); 2.5243 (0.60);2.5103 (18.88); 2.5062 (35.71); 2.5020 (48.65); 2.4978 (33.62); 2.4936(16.51); 2.1972 (16.00); 2.1235 (0.36); 2.0919 (0.73); 2.0733 (1.72);2.0552 (0.40); 1.9885 (3.02); 1.8013 (0.34); 1.5759 (0.32); 1.5675(0.35); 1.5449 (0.33); 1.5354 (0.33); 1.3512 (0.99); 1.2493 (0.37);1.2291 (0.97); 1.1924 (0.84); 1.1746 (1.66); 1.1568 (0.81); 0.0080(0.49); −0.0002 (17.08); −0.0085 (0.51)

Ex. I-113 Solvent: DMSO-d6, Spectrometer: 601.6 MHz

8.0036 (9.73); 7.5028 (0.98); 7.4888 (2.15); 7.4777 (2.15); 7.4638(1.04); 7.2747 (1.68); 7.1861 (3.81); 7.1311 (1.80); 7.0977 (1.90);7.0795 (3.62); 7.0654 (3.39); 7.0406 (4.19); 7.0143 (1.75); 6.9982(2.40); 6.9833 (1.64); 6.9503 (1.99); 6.9162 (5.07); 6.0635 (1.69);6.0487 (1.96); 6.0434 (1.91); 6.0284 (1.71); 5.7652 (16.00); 5.4601(1.77); 5.4317 (3.74); 5.3802 (3.70); 5.3518 (1.80); 5.2493 (0.33);5.2215 (12.81); 4.3628 (1.28); 4.3410 (1.31); 4.0335 (0.90); 4.0216(0.91); 4.0098 (0.33); 3.9838 (1.20); 3.9606 (1.28); 3.8302 (1.27);3.8098 (1.49); 3.8020 (1.65); 3.7816 (1.46); 3.6289 (0.44); 3.5185(1.82); 3.5036 (1.88); 3.4901 (1.58); 3.4753 (1.56); 3.4223 (0.55);3.4161 (0.96); 3.4095 (0.75); 3.4032 (1.15); 3.3969 (2.10); 3.3906(1.60); 3.3837 (1.67); 3.3576 (441.62); 3.3343 (2.59); 3.2916 (0.92);3.2719 (1.68); 3.2526 (0.88); 2.8626 (0.87); 2.8423 (1.61); 2.8243(0.89); 2.6155 (0.86); 2.5430 (0.42); 2.5037 (131.96); 2.3879 (0.81);2.1420 (1.10); 2.1213 (1.31); 2.1021 (1.19); 2.0787 (1.41); 1.9907(3.70); 1.8439 (0.37); 1.8385 (0.44); 1.8238 (0.97); 1.8184 (1.04);1.8034 (0.97); 1.7982 (0.92); 1.7836 (0.37); 1.6075 (0.38); 1.6008(0.46); 1.5868 (0.99); 1.5806 (1.07); 1.5665 (1.02); 1.5604 (0.97);1.5467 (0.39); 1.5398 (0.32); 1.2336 (0.52); 1.1859 (1.01); 1.1741(1.98); 1.1623 (0.99); −0.0002 (5.55)

Ex. I-114 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.7867 (0.91); 8.0701 (8.24); 7.4590 (2.45); 7.4528 (1.51); 7.4401(3.25); 7.4293 (1.92); 7.4267 (1.99); 7.3287 (1.20); 7.3186 (1.56);7.3099 (0.82); 7.3046 (0.91); 6.4974 (4.70); 6.0358 (1.09); 6.0170(1.23); 6.0083 (1.26); 5.9892 (1.14); 5.3498 (0.78); 5.3072 (2.44);5.2955 (0.47); 5.2561 (2.50); 5.2144 (0.85); 4.3867 (0.68); 4.3513(0.77); 4.0558 (1.12); 4.0379 (3.30); 4.0202 (3.89); 4.0023 (1.32);3.9942 (1.64); 3.9786 (1.83); 3.9507 (1.81); 3.4231 (1.45); 3.4041(1.51); 3.3878 (0.75); 3.3800 (2.07); 3.3729 (0.88); 3.3608 (1.84);3.3521 (1.35); 3.3316 (175.07); 3.3255 (368.38); 3.3020 (5.80); 3.2924(2.35); 3.2809 (1.22); 3.2728 (1.20); 3.2613 (1.37); 3.2294 (0.57);2.8611 (0.56); 2.8313 (0.92); 2.8020 (0.50); 2.6754 (0.68); 2.6708(0.95); 2.6657 (0.72); 2.5409 (0.45); 2.5239 (1.58); 2.5192 (2.43);2.5099 (58.18); 2.5058 (112.68); 2.5015 (155.66); 2.4973 (109.37);2.4932 (54.26); 2.3380 (0.35); 2.3329 (0.66); 2.3284 (0.96); 2.3238(0.69); 2.2065 (16.00); 2.1274 (0.65); 2.0988 (1.41); 2.0735 (1.62);1.9885 (14.67); 1.8544 (0.32); 1.8127 (0.63); 1.7909 (0.59); 1.7834(0.57); 1.5761 (0.60); 1.5693 (0.62); 1.5446 (0.53); 1.5364 (0.52);1.3156 (2.28); 1.3064 (0.76); 1.2959 (2.67); 1.2866 (0.42); 1.2765(0.54); 1.2679 (0.40); 1.2465 (0.52); 1.2347 (1.25); 1.2164 (1.37);1.2125 (1.12); 1.2045 (1.97); 1.2008 (1.68); 1.1923 (5.22); 1.1746(8.22); 1.1568 (4.07); 0.0081 (1.07); −0.0002 (40.38); −0.0085 (1.27)

Ex. I-115 Solvent: DMSO-d6, Spectrometer: 601.6 MHz

8.0888 (16.00); 7.6248 (2.12); 7.6213 (2.33); 7.6124 (3.12); 7.6089(3.67); 7.6006 (1.05); 7.5972 (1.16); 7.5881 (2.98); 7.5841 (2.00);7.5752 (3.89); 7.5715 (2.88); 7.5679 (2.59); 7.5653 (3.16); 7.5555(2.81); 7.5531 (2.87); 7.5431 (1.03); 7.5409 (0.81); 7.5155 (3.68);7.5131 (3.43); 7.5022 (2.38); 7.4999 (2.40); 7.2695 (1.86); 7.1809(4.50); 7.1262 (2.06); 7.0924 (2.13); 7.0358 (5.45); 6.9455 (2.45);6.9122 (4.63); 5.9211 (2.07); 5.9082 (2.35); 5.9026 (2.27); 5.8898(2.09); 5.7615 (0.61); 5.4546 (1.62); 5.4261 (3.49); 5.3734 (3.45);5.3451 (1.58); 4.3629 (1.04); 4.3407 (1.09); 4.0460 (0.46); 4.0341(1.40); 4.0223 (1.46); 4.0085 (2.03); 3.9900 (2.58); 3.9799 (3.53);3.9614 (2.80); 3.4798 (2.38); 3.4669 (2.44); 3.4511 (2.28); 3.4383(2.33); 3.4179 (0.57); 3.4115 (0.98); 3.4053 (0.80); 3.3988 (1.25);3.3923 (2.11); 3.3861 (1.62); 3.3765 (2.54); 3.3729 (3.09); 3.3501(682.92); 3.2874 (0.69); 3.2829 (0.79); 3.2632 (1.40); 3.2443 (0.78);3.2398 (0.66); 2.8553 (0.65); 2.8512 (0.76); 2.8309 (1.32); 2.8134(0.75); 2.6211 (0.34); 2.6180 (0.64); 2.6150 (0.89); 2.6120 (0.63);2.5427 (0.57); 2.5243 (1.73); 2.5213 (2.25); 2.5181 (2.66); 2.5093(49.30); 2.5063 (106.29); 2.5033 (145.57); 2.5002 (104.57); 2.4972(45.80); 2.3905 (0.63); 2.3874 (0.85); 2.3844 (0.59); 2.1287 (0.88);2.1078 (1.07); 2.0879 (0.96); 2.0768 (3.51); 2.0699 (0.97); 1.9900(6.28); 1.8269 (0.38); 1.8130 (0.82); 1.8068 (0.88); 1.7922 (0.84);1.7864 (0.79); 1.7724 (0.32); 1.5932 (0.33); 1.5864 (0.39); 1.5727(0.86); 1.5665 (0.91); 1.5523 (0.89); 1.5464 (0.82); 1.5325 (0.36);1.3970 (5.56); 1.1863 (1.71); 1.1744 (3.72); 1.1626 (1.78); 0.0053(0.65); −0.0002 (18.80); −0.0057 (0.54)

Ex. I-116 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

9.7142 (0.57); 8.0243 (0.95); 8.0108 (16.00); 8.0015 (0.99); 7.4753(3.15); 7.4709 (3.32); 7.4562 (3.76); 7.4521 (4.22); 7.4455 (2.07);7.4409 (1.68); 7.4264 (3.75); 7.4222 (3.00); 7.4069 (2.90); 7.4027(2.14); 7.3404 (2.81); 7.3375 (2.85); 7.3217 (4.16); 7.3189 (4.04);7.3058 (3.45); 7.2593 (0.45); 7.2434 (4.55); 7.2409 (4.25); 7.2234(3.87); 7.2206 (3.33); 7.1912 (0.49); 7.1723 (6.62); 7.1578 (3.30);7.0388 (3.08); 7.0218 (7.49); 6.8992 (6.41); 6.8861 (3.65); 6.5377(3.46); 6.5347 (3.36); 6.4945 (5.71); 6.4914 (5.41); 6.3730 (4.35);6.3471 (5.41); 6.3299 (2.61); 6.3188 (0.47); 6.3039 (3.24); 6.1157(5.17); 6.1125 (4.59); 6.0897 (3.85); 6.0867 (3.97); 5.8268 (0.48);5.7879 (2.39); 5.7683 (2.75); 5.7598 (2.60); 5.7399 (2.34); 5.4500(1.34); 5.4081 (4.55); 5.3648 (4.75); 5.3223 (1.35); 4.4962 (0.43);4.4415 (0.49); 4.4290 (0.48); 4.4129 (0.56); 4.3767 (0.86); 4.3590(1.64); 4.3266 (1.86); 4.2607 (0.53); 4.2515 (0.48); 4.2251 (0.48);4.2072 (0.48); 4.2019 (0.46); 4.1467 (0.58); 4.1260 (0.50); 4.1102(0.51); 4.1014 (0.49); 4.0568 (0.97); 4.0392 (2.86); 4.0212 (2.72);4.0037 (1.46); 3.9797 (1.89); 3.9442 (1.98); 3.8907 (0.86); 3.8767(2.78); 3.8484 (3.37); 3.8338 (3.56); 3.8055 (3.20); 3.7907 (0.93);3.7551 (0.92); 3.7339 (0.90); 3.6687 (1.03); 3.6013 (1.40); 3.5919(1.28); 3.5846 (1.39); 3.5704 (1.46); 3.5193 (1.79); 3.5074 (1.99);3.3147 (6446.97); 3.2671 (9.17); 3.2475 (4.70); 3.2378 (2.54); 3.2133(0.49); 3.0574 (9.61); 2.8691 (1.03); 2.8396 (1.91); 2.8067 (1.02);2.6743 (2.93); 2.6699 (3.71); 2.6652 (2.74); 2.6420 (0.53); 2.5868(1.08); 2.5397 (5.24); 2.5095 (221.50); 2.5051 (411.11); 2.5006(534.78); 2.4962 (367.38); 2.4918 (174.12); 2.3319 (2.51); 2.3272(3.36); 2.3227 (2.36); 2.1340 (1.34); 2.0981 (2.72); 2.0689 (9.82);1.9867 (10.32); 1.8335 (0.62); 1.8101 (1.26); 1.7765 (1.43); 1.7515(0.69); 1.6023 (0.68); 1.5728 (1.31); 1.5438 (1.35); 1.5204 (0.64);1.5119 (0.59); 1.3985 (6.14); 1.2363 (1.73); 1.2147 (0.48); 1.1928(2.81); 1.1749 (5.83); 1.1572 (2.79); 1.0909 (0.58); 0.8904 (0.85);0.0077 (1.97); −0.0002 (44.87); −0.0085 (1.81)

Ex. I-117 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.4153 (0.54); 8.1742 (6.91); 8.0239 (7.41); 7.9994 (0.70); 7.9527(0.40); 7.5551 (0.56); 7.5470 (0.86); 7.5303 (2.96); 7.5135 (2.36);7.5087 (3.56); 7.4991 (1.89); 7.4908 (2.87); 7.4847 (1.63); 7.4735(0.90); 7.4666 (0.58); 7.4352 (3.54); 7.4189 (2.33); 7.4027 (1.32);7.3966 (1.25); 7.3110 (2.64); 7.1778 (4.52); 7.1659 (2.28); 7.0448(2.15); 7.0297 (5.07); 6.9060 (5.09); 6.8937 (2.68); 5.7931 (1.08);5.7721 (1.41); 5.7653 (1.39); 5.7441 (1.27); 5.7127 (0.34); 5.6906(0.44); 5.4581 (1.14); 5.4160 (3.69); 5.3717 (3.50); 5.3290 (1.09);4.6147 (0.79); 4.4908 (3.90); 4.4854 (4.02); 4.3682 (1.23); 4.3337(1.14); 4.0554 (1.25); 4.0378 (3.81); 4.0201 (3.76); 4.0022 (1.36);3.9819 (1.02); 3.9493 (1.13); 3.9074 (1.04); 3.8798 (1.28); 3.8639(1.42); 3.8358 (1.31); 3.7307 (0.32); 3.6999 (0.60); 3.5676 (1.12);3.4701 (1.08); 3.4498 (0.93); 3.4258 (1.16); 3.4195 (1.09); 3.3903(2.66); 3.3812 (2.20); 3.3426 (612.09); 3.3381 (484.09); 3.3341(640.33); 3.3304 (690.13); 3.2625 (3.41); 3.2565 (4.85); 3.2502 (2.58);3.2389 (1.19); 3.2310 (1.17); 3.1874 (0.34); 2.8904 (2.18); 2.8664(0.78); 2.8329 (1.32); 2.8033 (0.78); 2.7312 (1.98); 2.6757 (1.46);2.6706 (1.99); 2.5411 (1.00); 2.5240 (3.32); 2.5059 (233.52); 2.5019(309.67); 2.4980 (217.79); 2.4547 (0.38); 2.3332 (1.41); 2.3286 (1.94);2.3236 (1.42); 2.1371 (1.08); 2.0982 (1.97); 2.0731 (2.74); 1.9884(16.00); 1.8378 (0.49); 1.8098 (0.98); 1.7829 (0.90); 1.7526 (0.38);1.6122 (0.47); 1.6063 (0.47); 1.5870 (0.72); 1.5779 (0.93); 1.5563(0.75); 1.5482 (0.94); 1.5190 (0.40); 1.2347 (0.96); 1.1923 (4.20);1.1746 (8.34); 1.1567 (4.06); 0.0083 (0.67); −0.0002 (21.67)

Ex. I-118 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.5178 (3.53); 8.0341 (5.55); 7.5639 (0.84); 7.5467 (1.34); 7.5440(1.34); 7.4984 (0.51); 7.4847 (0.58); 7.4786 (0.81); 7.4648 (0.80);7.4581 (0.44); 7.4446 (0.38); 7.3543 (0.59); 7.3515 (0.57); 7.3309(0.53); 7.3266 (0.66); 7.3237 (0.65); 7.3031 (0.47); 6.4983 (2.46);6.2255 (0.51); 6.1970 (0.80); 6.1692 (0.56); 5.7552 (6.90); 5.3525(0.46); 5.3105 (1.38); 5.2614 (1.38); 5.2189 (0.45); 4.3913 (0.38);4.3592 (0.41); 4.0380 (0.62); 4.0202 (0.67); 4.0021 (0.47); 3.9620(0.45); 3.9291 (0.62); 3.9147 (1.07); 3.9064 (16.00); 3.8866 (0.50);3.8824 (0.57); 3.8572 (0.40); 3.4784 (0.53); 3.4527 (0.55); 3.4369(0.56); 3.4270 (0.34); 3.4083 (0.71); 3.3980 (0.59); 3.3889 (0.37);3.3698 (0.40); 3.3589 (0.34); 3.3252 (212.77); 3.3022 (1.96); 3.2738(0.57); 2.8505 (0.47); 2.8437 (0.47); 2.6709 (0.41); 2.5239 (0.70);2.5194 (1.07); 2.5058 (43.54); 2.5016 (59.70); 2.4978 (40.52); 2.3283(0.42); 2.2103 (8.53); 2.1985 (0.66); 2.1520 (0.33); 2.1186 (0.70);2.0851 (0.41); 2.0735 (1.04); 1.9885 (2.93); 1.1923 (0.76); 1.1745(1.60); 1.1567 (0.78); −0.0002 (1.20)

Ex. I-119 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

9.7312 (0.38); 8.7871 (0.53); 8.2193 (0.41); 8.0599 (7.02); 8.0099(0.53); 7.5082 (1.27); 7.4939 (1.26); 7.4893 (1.87); 7.4802 (0.53);7.4677 (0.66); 7.4634 (0.97); 7.4592 (1.14); 7.4469 (1.88); 7.4422(1.45); 7.4241 (3.12); 7.4192 (2.10); 7.4069 (1.42); 7.4016 (1.98);7.3976 (1.41); 7.3833 (0.61); 7.3795 (0.54); 6.4968 (4.55); 5.9898(1.04); 5.9703 (1.15); 5.9620 (1.16); 5.9427 (1.04); 5.7554 (5.56);5.3512 (0.82); 5.3081 (2.39); 5.2562 (2.51); 5.2135 (0.88); 4.3869(0.72); 4.3541 (0.72); 4.0378 (0.69); 4.0202 (0.70); 4.0027 (0.51);3.9881 (1.61); 3.9605 (1.70); 3.9449 (1.75); 3.9168 (1.09); 3.7416(1.41); 3.7234 (4.44); 3.7051 (4.54); 3.6866 (1.46); 3.5545 (0.34);3.4101 (0.54); 3.4005 (0.44); 3.3896 (0.65); 3.3810 (1.09); 3.3683(1.68); 3.3493 (1.78); 3.3288 (91.24); 3.3231 (139.97); 3.3052 (2.67);3.2994 (3.10); 3.2618 (0.97); 3.2329 (0.58); 2.8609 (0.54); 2.8323(0.93); 2.8042 (0.54); 2.6749 (0.38); 2.6707 (0.51); 2.6660 (0.38);2.5240 (0.92); 2.5057 (60.28); 2.5015 (82.09); 2.4974 (57.96); 2.3280(0.55); 2.3236 (0.40); 2.2065 (16.00); 2.1935 (1.00); 2.1337 (0.70);2.1022 (1.35); 2.0736 (1.47); 1.9885 (3.14); 1.8218 (0.61); 1.8125(0.62); 1.7913 (0.57); 1.5675 (0.62); 1.5466 (0.55); 1.5369 (0.54);1.5293 (0.34); 1.5102 (0.47); 1.4447 (4.77); 1.4264 (10.06); 1.4168(0.51); 1.4080 (4.60); 1.2348 (0.63); 1.1923 (0.82); 1.1745 (1.62);1.1568 (0.81); −0.0002 (4.36)

Ex. I-120 Solvent: DMSO-d6, Spectrometer: 601.6 MHz

8.0198 (5.48); 7.3194 (1.06); 7.3180 (1.29); 7.3151 (1.07); 7.3080(1.63); 7.3054 (1.80); 7.3025 (1.16); 7.2961 (0.95); 7.2933 (0.52);7.1382 (1.47); 7.1247 (1.22); 7.1235 (1.15); 7.0077 (0.80); 7.0069(0.79); 6.9944 (1.47); 6.9829 (0.71); 6.9819 (0.68); 6.5038 (2.60);5.8911 (0.78); 5.8792 (0.87); 5.8726 (0.84); 5.8606 (0.79); 5.7645(7.67); 5.3467 (0.83); 5.3354 (5.10); 5.3183 (1.61); 5.2591 (1.57);5.2307 (0.79); 4.3737 (0.46); 4.3517 (0.47); 3.9734 (0.43); 3.9510(0.45); 3.8906 (0.79); 3.8719 (0.93); 3.8622 (1.00); 3.8436 (0.84);3.3769 (0.36); 3.3705 (0.73); 3.3644 (0.42); 3.3450 (103.48); 3.3214(1.88); 3.3042 (0.86); 3.2922 (0.89); 3.2758 (1.00); 3.2637 (1.17);3.2590 (0.65); 3.2397 (0.32); 2.8286 (0.57); 2.6146 (0.41); 2.5240(0.56); 2.5209 (0.72); 2.5178 (0.74); 2.5088 (21.72); 2.5059 (46.57);2.5029 (63.46); 2.4999 (46.10); 2.4970 (21.36); 2.3871 (0.38); 2.2038(10.17); 2.1965 (16.00); 2.1181 (0.37); 2.0938 (0.61); 2.0856 (0.58);2.0781 (13.21); 2.0691 (0.44); 2.0653 (0.42); 1.8071 (0.35); 1.8012(0.40); 1.7867 (0.37); 1.7808 (0.34); 1.5628 (0.34); 1.5563 (0.37);1.5425 (0.35); 1.5360 (0.34); 0.0052 (0.62); −0.0002 (19.68); −0.0057(0.62)

Ex. I-121 Solvent: DMSO-d6, Spectrometer: 601.6 MHz

8.4208 (0.34); 8.2904 (4.51); 8.0377 (0.32); 8.0343 (0.43); 8.0284(4.77); 7.5774 (0.48); 7.5679 (1.55); 7.5651 (2.18); 7.5563 (1.37);7.5540 (1.29); 7.5442 (1.41); 7.5403 (0.81); 7.5318 (0.95); 7.5280(0.83); 7.5204 (0.52); 7.5165 (0.46); 7.5021 (0.43); 7.4961 (0.46);7.4922 (0.47); 7.4870 (0.56); 7.4300 (1.20); 7.4272 (0.87); 7.4180(1.15); 7.4155 (0.90); 7.2714 (0.87); 7.1829 (2.01); 7.1291 (0.96);7.0944 (0.97); 7.0387 (2.39); 6.9484 (1.10); 6.9146 (2.25); 5.7681(0.71); 5.7647 (2.93); 5.7548 (0.76); 5.7497 (0.73); 5.7363 (0.67);5.4561 (0.71); 5.4275 (1.52); 5.3759 (1.57); 5.3474 (0.74); 4.8002(0.75); 4.3632 (0.51); 4.3415 (0.55); 4.0453 (1.17); 4.0334 (3.58);4.0216 (3.61); 4.0098 (1.20); 3.9788 (0.48); 3.9554 (0.51); 3.8997(0.71); 3.8810 (0.90); 3.8710 (0.93); 3.8524 (0.75); 3.5677 (1.46);3.4085 (0.40); 3.4020 (0.37); 3.3954 (0.49); 3.3893 (0.83); 3.3829(0.68); 3.3761 (0.64); 3.3491 (305.79); 3.3257 (1.33); 3.2823 (0.42);3.2622 (0.66); 3.2433 (0.36); 3.2387 (0.36); 2.8494 (0.35); 2.8286(0.62); 2.8116 (0.33); 2.8075 (0.32); 2.6208 (0.35); 2.6178 (0.75);2.6148 (1.06); 2.6118 (0.77); 2.6087 (0.35); 2.5426 (0.49); 2.5241(1.68); 2.5211 (2.21); 2.5179 (2.35); 2.5091 (56.57); 2.5061 (122.73);2.5031 (168.01); 2.5000 (121.58); 2.4970 (55.15); 2.3932 (0.36); 2.3902(0.78); 2.3872 (1.06); 2.3842 (0.76); 2.3812 (0.33); 2.1266 (0.44);2.1050 (0.52); 2.0959 (0.53); 2.0876 (0.53); 2.0781 (0.91); 2.0663(0.53); 1.9904 (16.00); 1.8077 (0.43); 1.7874 (0.42); 1.5742 (0.35);1.5676 (0.41); 1.5541 (0.39); 1.5473 (0.39); 1.2336 (0.72); 1.1859(4.38); 1.1740 (8.64); 1.1622 (4.25); 0.0052 (0.76); −0.0002 (25.14);−0.0058 (0.75)

Ex. I-122 Solvent: DMSO-d6, Spectrometer: 601.6 MHz

9.9401 (0.38); 9.9252 (0.39); 9.8193 (2.92); 8.6576 (4.57); 8.4591(0.74); 8.4438 (0.73); 8.3170 (7.05); 8.1557 (0.36); 8.0449 (15.39);8.0351 (5.12); 7.7017 (4.54); 7.6882 (5.15); 7.6339 (0.37); 7.6229(0.45); 7.6048 (0.41); 7.6022 (0.36); 7.5949 (3.39); 7.5933 (3.42);7.5816 (3.75); 7.5800 (3.68); 7.5546 (0.33); 7.5232 (6.63); 7.4850(3.87); 7.4716 (3.41); 7.4027 (4.07); 7.4003 (4.43); 7.3897 (4.94);7.3873 (5.24); 7.3630 (0.45); 7.3607 (0.44); 7.3476 (2.74); 7.3451(1.98); 7.3352 (4.04); 7.3327 (3.12); 7.3220 (3.83); 7.3196 (3.77);7.3088 (1.03); 7.2766 (0.83); 7.2745 (0.79); 7.2641 (1.24); 7.2536(2.45); 7.2520 (2.78); 7.2411 (3.46); 7.2394 (3.45); 7.2286 (1.60);7.2268 (1.56); 7.1848 (2.98); 7.1652 (2.21); 7.0923 (6.90); 7.0735(5.00); 6.9999 (3.32); 6.9819 (2.48); 6.0322 (0.77); 6.0200 (0.87);6.0141 (0.84); 6.0017 (0.76); 5.9025 (2.16); 5.8897 (2.44); 5.8843(2.35); 5.8715 (2.15); 5.7632 (6.72); 4.1716 (3.94); 4.1493 (4.05);4.0456 (1.21); 4.0338 (3.56); 4.0219 (3.60); 4.0101 (1.20); 3.9429(0.94); 3.9369 (2.34); 3.9246 (1.09); 3.9186 (2.85); 3.9144 (1.26);3.9082 (2.98); 3.8960 (1.01); 3.8899 (2.45); 3.4779 (0.36); 3.4468(0.45); 3.4377 (0.48); 3.4260 (0.69); 3.4136 (1.01); 3.4027 (1.82);3.3902 (4.64); 3.3679 (2166.76); 3.3528 (5.87); 3.3442 (8.02); 3.3380(2.40); 3.3317 (2.97); 3.3250 (1.69); 3.3190 (1.03); 3.3125 (1.46);3.3064 (0.74); 3.2649 (0.86); 3.2525 (0.94); 3.2442 (2.65); 3.2361(1.11); 3.2315 (2.69); 3.2240 (0.96); 3.2154 (2.51); 3.2028 (2.42);3.0459 (2.46); 3.0262 (4.72); 3.0068 (2.50); 2.6221 (0.58); 2.6191(1.24); 2.6161 (1.73); 2.6131 (1.24); 2.6101 (0.56); 2.5438 (1.05);2.5254 (3.28); 2.5223 (4.26); 2.5192 (4.75); 2.5104 (89.48); 2.5074(193.26); 2.5044 (261.74); 2.5013 (184.86); 2.4983 (81.53); 2.3946(0.49); 2.3915 (1.13); 2.3885 (1.59); 2.3855 (1.11); 2.3825 (0.47);2.2140 (0.58); 2.0962 (3.16); 2.0934 (3.26); 2.0777 (5.56); 1.9906(16.00); 1.7014 (1.05); 1.6950 (1.29); 1.6806 (2.77); 1.6751 (3.05);1.6604 (2.92); 1.6549 (2.71); 1.6407 (1.14); 1.6344 (0.93); 1.2347(0.58); 1.1862 (4.33); 1.1743 (8.83); 1.1625 (4.24); 0.8536 (0.33);−0.0002 (8.27)

Ex. I-123 Solvent: DMSO-d6, Spectrometer: 601.6 MHz

9.9420 (0.58); 9.9242 (0.60); 9.8166 (2.24); 8.4616 (1.41); 8.4439(1.39); 8.3185 (4.52); 8.3156 (4.39); 8.3017 (0.34); 8.0421 (9.51);8.0362 (0.51); 8.0317 (3.28); 7.9528 (0.44); 7.7179 (2.73); 7.7046(3.41); 7.6630 (0.36); 7.6040 (2.87); 7.5933 (3.57); 7.5819 (2.41);7.5080 (4.44); 7.3985 (2.49); 7.3961 (2.75); 7.3856 (3.04); 7.3832(3.27); 7.3468 (1.67); 7.3443 (1.24); 7.3343 (2.56); 7.3318 (1.98);7.3212 (2.32); 7.3090 (0.56); 7.2746 (0.52); 7.2724 (0.51); 7.2623(0.94); 7.2501 (2.07); 7.2442 (1.84); 7.2393 (2.38); 7.2377 (2.30);7.2268 (1.10); 7.2250 (1.06); 7.1867 (1.90); 7.1535 (3.62); 7.0941(4.28); 7.0813 (0.45); 7.0628 (1.75); 7.0245 (0.39); 7.0017 (2.08);6.0316 (0.47); 6.0192 (0.54); 6.0133 (0.53); 6.0011 (0.48); 5.9010(1.33); 5.8883 (1.50); 5.8828 (1.49); 5.8700 (1.34); 5.7644 (1.27);4.6529 (0.52); 4.4397 (1.11); 4.4174 (1.16); 4.0740 (1.07); 4.0455(2.61); 4.0336 (3.72); 4.0216 (5.82); 4.0099 (1.45); 3.9909 (3.45);3.9632 (1.12); 3.9369 (0.61); 3.9302 (1.49); 3.9186 (0.69); 3.9119(1.83); 3.9084 (0.88); 3.9014 (1.85); 3.8900 (0.63); 3.8832 (1.54);3.3987 (0.66); 3.3788 (3.63); 3.3539 (1524.23); 3.3354 (2.56); 3.3304(8.73); 3.3218 (0.84); 3.3169 (0.51); 3.2677 (0.92); 3.2559 (0.99);3.2478 (1.69); 3.2442 (1.64); 3.2369 (1.88); 3.2273 (1.55); 3.2242(2.38); 3.2152 (0.74); 3.2081 (1.64); 3.1938 (3.25); 2.8905 (3.89);2.8019 (0.78); 2.7825 (1.42); 2.7630 (0.79); 2.7309 (3.00); 2.7302(2.94); 2.6211 (0.86); 2.6182 (1.82); 2.6151 (2.50); 2.6121 (1.79);2.6091 (0.82); 2.5429 (1.59); 2.5245 (5.66); 2.5214 (7.41); 2.5182(8.38); 2.5094 (129.99); 2.5064 (279.75); 2.5034 (381.53); 2.5004(268.53); 2.4973 (120.33); 2.4772 (0.34); 2.3936 (0.80); 2.3906 (1.74);2.3875 (2.38); 2.3845 (1.67); 2.3816 (0.73); 2.0961 (1.12); 2.0781(2.86); 2.0731 (1.93); 2.0481 (1.08); 2.0072 (0.39); 1.9905 (16.00);1.7446 (0.33); 1.7380 (0.42); 1.7239 (0.86); 1.7180 (0.94); 1.7036(0.88); 1.6979 (0.85); 1.6834 (0.36); 1.5627 (0.37); 1.5431 (0.87);1.5281 (0.83); 1.5225 (0.80); 1.5082 (0.33); 1.2357 (1.01); 1.1860(4.35); 1.1741 (8.68); 1.1623 (4.34); 0.8536 (0.59); 0.0053 (0.41);−0.0002 (12.47); −0.0057 (0.38)

Ex. I-124 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0500 (3.06); 7.5174 (0.60); 7.5005 (0.90); 7.4702 (0.52); 7.4658(0.63); 7.4549 (1.63); 7.4511 (2.12); 7.4374 (0.38); 7.4263 (0.62);7.4200 (0.46); 7.4077 (0.51); 7.4009 (0.35); 7.3083 (0.52); 7.1750(1.19); 7.1586 (0.58); 7.0419 (0.65); 7.0225 (1.31); 6.8999 (1.31);6.8866 (0.66); 6.0101 (0.47); 5.9905 (0.56); 5.9823 (0.55); 5.9626(0.48); 5.7459 (3.60); 5.4101 (0.93); 5.3672 (0.91); 3.9989 (0.55);3.9711 (0.73); 3.9555 (0.84); 3.9277 (0.56); 3.5809 (0.40); 3.5471(9.00); 3.4187 (16.00); 3.3672 (1.36); 3.3590 (0.78); 3.3477 (0.98);3.3236 (0.69); 3.3041 (0.77); 3.2665 (0.43); 2.8410 (0.38); 2.5060(9.35); 2.5016 (12.12); 2.4973 (8.82); 2.3280 (0.91); 2.1013 (0.55);2.0852 (0.37); 2.0694 (0.40); −0.0002 (0.52)

Ex. I-125 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

18.5768 (0.33); 8.0926 (0.46); 8.0825 (10.10); 7.6296 (1.04); 7.6226(1.09); 7.6121 (1.83); 7.6059 (2.60); 7.5893 (2.11); 7.5832 (1.47);7.5708 (4.47); 7.5646 (3.68); 7.5522 (1.58); 7.5482 (1.78); 7.5337(0.71); 7.5144 (2.34); 7.5098 (2.12); 7.4951 (1.09); 7.4911 (1.38);6.4974 (4.66); 5.9272 (1.14); 5.9079 (1.40); 5.8997 (1.43); 5.8800(1.24); 5.7553 (8.35); 5.3507 (0.89); 5.3087 (2.58); 5.2550 (2.52);5.2125 (0.85); 4.4054 (0.33); 4.3886 (0.80); 4.3780 (0.62); 4.3580(0.76); 4.0561 (0.37); 4.0378 (0.99); 4.0200 (1.81); 3.9909 (1.89);3.9757 (1.95); 3.9483 (1.77); 3.4870 (1.44); 3.4676 (1.61); 3.4435(1.36); 3.4248 (1.61); 3.4155 (0.64); 3.4064 (0.50); 3.3946 (0.68);3.3870 (1.16); 3.3775 (0.80); 3.3583 (0.86); 3.3303 (215.63); 3.3271(215.72); 3.3248 (302.68); 3.3019 (4.46); 3.2631 (1.05); 3.2312 (0.60);3.2202 (0.33); 2.8636 (0.62); 2.8310 (0.92); 2.8056 (0.56); 2.7989(0.47); 2.7835 (0.36); 2.6759 (0.77); 2.6706 (1.03); 2.5411 (0.48);2.5239 (1.40); 2.5194 (2.24); 2.5101 (54.72); 2.5060 (106.67); 2.5017(148.94); 2.4974 (104.46); 2.4932 (52.53); 2.3285 (1.01); 2.3240 (0.80);2.2074 (16.00); 2.1320 (0.73); 2.0975 (1.39); 2.0736 (2.07); 1.9885(4.25); 1.8523 (0.39); 1.8480 (0.38); 1.8441 (0.38); 1.8228 (0.66);1.8139 (0.77); 1.7908 (0.66); 1.7817 (0.58); 1.6097 (0.36); 1.6022(0.33); 1.5799 (0.57); 1.5702 (0.69); 1.5445 (0.55); 1.5404 (0.60);1.5102 (0.40); 1.2355 (0.82); 1.1923 (1.18); 1.1746 (2.20); 1.1569(1.19); −0.0002 (8.87); −0.0084 (0.34)

Ex. I-127 Solvent: DMSO-d6, Spectrometer: 601.6 MHz

8.0548 (6.34); 8.0193 (3.69); 7.4264 (0.48); 7.4208 (0.45); 7.4109(1.44); 7.4037 (0.88); 7.3986 (1.03); 7.3950 (2.25); 7.3908 (1.25);7.3813 (3.55); 7.3745 (2.29); 7.3701 (2.49); 7.3672 (2.22); 7.3585(0.65); 7.2705 (1.37); 7.1819 (3.17); 7.1278 (2.42); 7.1206 (1.33);7.1181 (1.10); 7.1133 (1.61); 7.1071 (0.67); 7.1010 (0.81); 7.0934(1.56); 7.0367 (3.84); 6.9464 (1.77); 6.9116 (3.39); 5.7765 (0.62);5.7617 (1.33); 5.7577 (0.75); 5.7425 (0.66); 5.6326 (1.07); 5.6189(1.23); 5.6145 (1.23); 5.6007 (1.06); 5.4548 (1.23); 5.4261 (2.67);5.3740 (2.61); 5.3454 (1.19); 4.3622 (0.83); 4.3401 (0.86); 4.0458(0.88); 4.0339 (2.59); 4.0221 (2.59); 4.0103 (0.89); 3.9774 (0.77);3.9544 (0.86); 3.8737 (0.57); 3.8547 (0.68); 3.8453 (0.73); 3.8254(1.20); 3.8067 (1.08); 3.7959 (1.19); 3.7777 (0.98); 3.5507 (15.90);3.5376 (0.47); 3.5128 (9.57); 3.5050 (0.42); 3.5000 (0.52); 3.4054(2.20); 3.3918 (1.87); 3.3874 (1.65); 3.3810 (1.02); 3.3764 (2.04);3.3623 (2.32); 3.3434 (478.54); 3.3198 (10.36); 3.2843 (0.57); 3.2617(0.93); 3.2413 (0.58); 3.0887 (0.52); 3.0811 (16.00); 3.0468 (9.18);3.0291 (0.47); 2.8531 (0.54); 2.8485 (0.50); 2.8319 (1.03); 2.8111(0.61); 2.6174 (0.61); 2.6144 (0.87); 2.6114 (0.63); 2.5422 (0.37);2.5237 (1.10); 2.5206 (1.42); 2.5176 (1.51); 2.5086 (46.49); 2.5056(100.97); 2.5026 (139.60); 2.4996 (101.65); 2.4967 (47.64); 2.3898(0.60); 2.3868 (0.85); 2.3838 (0.61); 2.1284 (0.71); 2.1069 (0.84);2.0897 (0.81); 2.0768 (1.64); 2.0692 (0.84); 1.9898 (11.43); 1.8081(0.67); 1.7887 (0.63); 1.5692 (0.67); 1.5622 (0.51); 1.5488 (0.66);1.2343 (0.39); 1.1861 (3.07); 1.1742 (6.02); 1.1624 (3.04); 0.0052(2.23); −0.0002 (71.69); −0.0057 (2.41)

Ex. I-128 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0124 (5.51); 7.3274 (3.17); 7.3058 (3.95); 7.1743 (2.21); 7.1589(1.02); 7.0409 (1.11); 7.0231 (2.41); 6.9568 (3.78); 6.9349 (3.31);6.8999 (2.19); 6.8872 (1.18); 5.7461 (6.04); 5.6916 (0.82); 5.6700(1.08); 5.6644 (1.00); 5.6428 (0.81); 5.4516 (0.49); 5.4091 (1.69);5.3675 (1.62); 5.3249 (0.45); 4.7993 (8.53); 4.3640 (0.54); 4.3288(0.56); 4.0392 (0.52); 4.0215 (0.52); 3.9834 (0.55); 3.9486 (0.57);3.8498 (0.90); 3.8226 (1.03); 3.8068 (1.17); 3.7800 (1.00); 3.6953(16.00); 3.4708 (0.33); 3.4544 (0.42); 3.4160 (0.99); 3.3810 (2.52);3.3595 (3.52); 3.3123 (625.31); 3.2897 (8.06); 3.2419 (0.78); 2.8734(0.36); 2.8432 (0.65); 2.8150 (0.36); 2.6738 (0.36); 2.6694 (0.45);2.6651 (0.33); 2.5394 (0.79); 2.5092 (28.20); 2.5049 (51.00); 2.5005(65.41); 2.4962 (46.17); 2.3271 (0.44); 2.3227 (0.33); 2.1396 (0.49);2.1041 (0.98); 2.0689 (1.19); 1.9868 (2.00); 1.8129 (0.44); 1.7911(0.43); 1.5912 (0.41); 1.5822 (0.44); 1.5614 (0.42); 1.5526 (0.40);1.1927 (0.55); 1.1749 (1.10); 1.1571 (0.52); −0.0002 (3.03)

Ex. I-129 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

7.9138 (1.20); 7.9102 (1.40); 7.9030 (1.88); 7.8923 (1.90); 7.8884(1.69); 7.8742 (9.96); 7.7763 (1.95); 7.7527 (2.10); 7.5633 (2.67);7.5579 (2.02); 7.5494 (3.92); 7.5433 (2.12); 7.5353 (3.38); 7.5309(3.32); 7.5250 (2.68); 7.5086 (2.53); 7.5057 (2.88); 7.5010 (1.63);7.4967 (1.28); 7.4814 (2.66); 7.4757 (1.56); 7.4621 (2.01); 7.4579(1.71); 7.3801 (2.18); 7.3642 (6.07); 7.3445 (4.06); 7.3263 (0.37);7.3191 (0.42); 7.3106 (1.93); 7.3005 (0.68); 7.1772 (3.99); 7.1601(2.03); 7.0439 (1.95); 7.0240 (4.47); 6.9028 (4.17); 6.8882 (2.31);5.8647 (1.45); 5.8447 (1.78); 5.8359 (1.71); 5.8157 (1.49); 5.7455(16.00); 5.4551 (0.84); 5.4122 (2.96); 5.3672 (2.99); 5.3250 (0.87);4.3504 (0.92); 4.3176 (0.98); 4.0398 (0.45); 4.0220 (0.45); 3.9717(0.87); 3.9378 (0.96); 3.8683 (1.38); 3.8393 (1.63); 3.8252 (1.91);3.7962 (1.58); 3.4548 (1.81); 3.4348 (1.86); 3.4116 (1.71); 3.3916(1.86); 3.3221 (190.96); 3.2634 (2.04); 3.2332 (1.10); 3.1931 (0.34);2.8672 (0.70); 2.8385 (1.21); 2.8098 (0.71); 2.5105 (12.11); 2.5063(22.74); 2.5018 (29.97); 2.4975 (21.44); 2.4932 (10.80); 2.0944 (0.89);2.0691 (1.85); 2.0625 (1.78); 2.0271 (1.01); 1.9873 (1.95); 1.7935(0.38); 1.7660 (0.81); 1.7423 (0.75); 1.7141 (0.33); 1.5670 (0.38);1.5456 (0.74); 1.5366 (0.79); 1.5156 (0.76); 1.5076 (0.71); 1.2360(0.42); 1.1932 (0.67); 1.1798 (0.42); 1.1754 (1.13); 1.1576 (0.57);−0.0002 (0.53)

Ex. I-130 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0644 (1.80); 8.0598 (2.00); 8.0448 (3.47); 8.0408 (3.44); 8.0260(1.82); 8.0217 (1.70); 7.8987 (0.54); 7.8832 (16.00); 7.8343 (0.34);7.7476 (0.97); 7.7298 (1.88); 7.7165 (1.86); 7.7000 (1.07); 7.6955(1.00); 7.5325 (0.63); 7.5204 (2.78); 7.5158 (3.44); 7.4963 (5.22);7.4756 (4.17); 7.4563 (3.32); 7.4522 (2.63); 7.4390 (0.33); 7.3783(4.35); 7.3721 (6.20); 7.3692 (6.13); 7.3618 (7.19); 7.3521 (4.59);7.3492 (4.23); 7.3431 (4.47); 7.3311 (4.22); 7.3117 (7.76); 7.2926(2.72); 7.2815 (0.77); 7.2625 (0.39); 7.1747 (6.30); 7.1587 (3.08);7.0414 (3.18); 7.0225 (7.05); 6.9001 (6.62); 6.8867 (3.61); 5.8667(2.37); 5.8470 (2.82); 5.8383 (2.72); 5.8184 (2.37); 5.4532 (1.40);5.4108 (4.66); 5.3652 (4.79); 5.3234 (1.41); 4.3498 (1.59); 4.3186(1.70); 4.0567 (1.32); 4.0391 (3.52); 4.0213 (3.60); 4.0134 (0.46);4.0035 (1.36); 3.9706 (1.62); 3.9363 (1.66); 3.8763 (2.44); 3.8475(2.90); 3.8331 (3.25); 3.8046 (2.73); 3.6580 (0.32); 3.6542 (0.36);3.6153 (0.44); 3.5885 (0.41); 3.5758 (0.43); 3.5619 (0.49); 3.5578(0.47); 3.5243 (0.56); 3.5174 (0.56); 3.5138 (0.61); 3.4942 (0.69);3.4856 (0.74); 3.4128 (4.20); 3.3931 (4.96); 3.3693 (6.11); 3.3498(8.85); 3.3075 (1451.40); 3.2842 (19.84); 3.2318 (1.44); 2.8652 (1.14);2.8362 (1.91); 2.8096 (1.17); 2.6737 (1.22); 2.6691 (1.54); 2.6647(1.18); 2.6165 (0.40); 2.5394 (2.43); 2.5089 (93.38); 2.5046 (169.77);2.5002 (218.38); 2.4958 (152.29); 2.4915 (73.85); 2.3310 (0.94); 2.3267(1.31); 2.3220 (0.92); 2.1034 (1.44); 2.0692 (4.78); 2.0360 (1.56);1.9867 (14.75); 1.8012 (0.54); 1.7807 (1.26); 1.7738 (1.27); 1.7493(1.17); 1.7194 (0.52); 1.5832 (0.55); 1.5712 (0.59); 1.5433 (1.23);1.5218 (1.16); 1.4921 (0.48); 1.3984 (2.30); 1.2379 (0.57); 1.1927(4.01); 1.1750 (7.91); 1.1571 (3.88); 1.1086 (0.43); 1.0910 (0.87);1.0735 (0.44); 0.8902 (0.39); −0.0002 (4.36)

Ex. I-131 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0886 (6.27); 8.0859 (7.25); 8.0680 (7.92); 8.0649 (6.52); 7.8910(16.00); 7.7165 (1.77); 7.6979 (3.95); 7.6792 (2.38); 7.5279 (6.01);7.5236 (3.47); 7.5158 (4.59); 7.5075 (8.78); 7.4969 (5.04); 7.4888(5.40); 7.4715 (3.92); 7.4675 (2.77); 7.4521 (3.01); 7.4479 (2.43);7.3715 (3.19); 7.3532 (10.40); 7.3339 (6.09); 7.3086 (2.62); 7.1753(5.91); 7.1591 (2.88); 7.0420 (2.88); 7.0230 (6.71); 6.9008 (6.02);6.8871 (3.32); 5.8624 (2.21); 5.8426 (2.73); 5.8341 (2.57); 5.8140(2.18); 5.4524 (1.28); 5.4100 (4.41); 5.3641 (4.37); 5.3222 (1.24);4.3469 (1.43); 4.3139 (1.52); 4.0570 (1.20); 4.0391 (3.28); 4.0213(3.26); 4.0034 (1.27); 3.9679 (1.39); 3.9343 (1.49); 3.9056 (0.33);3.8667 (2.29); 3.8379 (2.72); 3.8235 (3.15); 3.7949 (2.58); 3.6089(0.37); 3.6033 (0.34); 3.5957 (0.35); 3.5515 (0.41); 3.5253 (0.46);3.4353 (3.62); 3.4154 (3.78); 3.3921 (4.06); 3.3723 (5.34); 3.3655(4.62); 3.3114 (1694.41); 3.2880 (19.13); 3.2645 (2.94); 3.2295 (1.32);2.8636 (0.99); 2.8367 (1.72); 2.8061 (1.08); 2.6738 (0.93); 2.6694(1.24); 2.6650 (0.97); 2.5395 (1.96); 2.5092 (73.15); 2.5048 (135.80);2.5003 (177.60); 2.4959 (124.39); 2.4916 (60.74); 2.3365 (0.45); 2.3315(0.78); 2.3270 (1.12); 2.3225 (0.82); 2.0951 (1.28); 2.0690 (4.13);2.0304 (1.47); 1.9867 (14.27); 1.7979 (0.54); 1.7685 (1.15); 1.7455(1.03); 1.7166 (0.42); 1.5795 (0.48); 1.5693 (0.54); 1.5407 (1.11);1.5179 (1.09); 1.5093 (1.06); 1.4895 (0.45); 1.4827 (0.43); 1.3983(1.22); 1.2359 (0.45); 1.1927 (3.86); 1.1749 (7.82); 1.1571 (3.79);−0.0002 (0.88)

Ex. I-132 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.1395 (3.85); 8.1340 (1.82); 8.1257 (4.36); 8.1171 (4.14); 8.1091(1.79); 8.1034 (3.63); 8.0207 (1.17); 8.0155 (0.51); 8.0067 (1.38);7.9984 (1.34); 7.9903 (0.50); 7.9843 (1.26); 7.8725 (10.97); 7.5159(2.72); 7.4969 (3.48); 7.4887 (1.48); 7.4735 (3.10); 7.4692 (2.38);7.4541 (2.46); 7.4498 (1.95); 7.3716 (2.61); 7.3530 (8.05); 7.3406(2.27); 7.3333 (5.61); 7.3299 (6.06); 7.3242 (2.26); 7.3184 (3.32);7.3072 (9.21); 7.2962 (1.82); 7.2853 (3.67); 7.1731 (4.77); 7.1592(2.37); 7.0398 (2.37); 7.0231 (5.42); 6.9011 (4.75); 6.8871 (2.67);5.8543 (1.76); 5.8346 (2.13); 5.8252 (1.97); 5.8056 (1.76); 5.7455(1.19); 5.4490 (1.03); 5.4058 (3.54); 5.3663 (3.56); 5.3237 (0.94);4.3510 (1.18); 4.3183 (1.24); 4.0570 (1.40); 4.0392 (3.76); 4.0214(3.79); 4.0036 (1.35); 3.9727 (1.17); 3.9371 (1.25); 3.8582 (1.88);3.8293 (2.14); 3.8153 (2.43); 3.7862 (2.12); 3.7318 (0.39); 3.6978(0.39); 3.6632 (0.43); 3.6302 (0.51); 3.6140 (0.49); 3.5997 (0.56);3.5774 (0.64); 3.5351 (0.77); 3.5092 (0.94); 3.4291 (4.00); 3.4094(4.73); 3.3858 (5.96); 3.3659 (9.82); 3.3196 (2619.83); 3.2602 (3.59);3.2303 (1.57); 3.1546 (0.33); 2.8620 (0.86); 2.8356 (1.41); 2.8053(0.77); 2.6749 (1.05); 2.6699 (1.41); 2.6659 (1.10); 2.5400 (2.12);2.5099 (83.96); 2.5055 (156.08); 2.5011 (203.95); 2.4967 (142.32);2.4923 (69.27); 2.3324 (1.00); 2.3276 (1.26); 2.3232 (1.02); 2.0912(1.06); 2.0689 (5.92); 2.0241 (1.18); 1.9868 (16.00); 1.7709 (0.92);1.7445 (0.91); 1.7131 (0.37); 1.5647 (0.44); 1.5438 (0.91); 1.5349(0.93); 1.5136 (0.88); 1.5065 (0.84); 1.4743 (0.36); 1.3983 (3.47);1.2358 (0.81); 1.1929 (4.49); 1.1751 (8.70); 1.1573 (4.44); −0.0002(3.31)

Ex. I-134 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0174 (16.00); 7.9657 (3.69); 7.9630 (3.81); 7.9465 (4.03); 7.9437(3.86); 7.6191 (1.48); 7.5990 (3.37); 7.5813 (2.88); 7.5442 (4.84);7.5268 (2.66); 7.4489 (2.36); 7.4300 (3.64); 7.4114 (1.86); 7.4083(1.67); 7.3026 (2.72); 7.2326 (0.32); 7.1694 (6.24); 7.1569 (2.99);7.0361 (3.12); 7.0209 (7.04); 7.0043 (0.46); 6.8967 (6.40); 6.8849(3.50); 6.4046 (2.24); 6.3885 (2.58); 6.3770 (2.35); 6.3608 (2.18);5.7463 (6.30); 5.4444 (1.36); 5.4023 (4.65); 5.3615 (4.75); 5.3187(1.28); 4.3523 (1.63); 4.3164 (1.69); 4.1492 (0.32); 4.0945 (0.33);4.0840 (0.37); 4.0735 (0.37); 4.0573 (0.55); 4.0392 (1.42); 4.0330(2.60); 4.0215 (1.19); 4.0052 (3.01); 3.9890 (3.35); 3.9613 (3.75);3.9363 (1.77); 3.8469 (0.38); 3.8414 (0.43); 3.8267 (0.86); 3.8094(0.43); 3.7632 (0.45); 3.7463 (0.53); 3.7253 (0.52); 3.6722 (0.62);3.6667 (0.62); 3.6556 (0.63); 3.6392 (0.68); 3.6091 (0.80); 3.5867(0.79); 3.5411 (1.14); 3.5031 (1.44); 3.3128 (598.65); 3.2277 (3.65);3.2118 (4.74); 3.1955 (4.05); 3.1678 (3.43); 3.1519 (3.18); 3.1347(0.65); 3.1197 (0.53); 3.1033 (0.43); 3.0799 (0.39); 3.0684 (0.33);2.8558 (1.10); 2.8274 (1.90); 2.7990 (1.11); 2.6912 (0.34); 2.6743(1.28); 2.6695 (1.62); 2.6655 (1.18); 2.6086 (0.53); 2.5094 (96.28);2.5051 (173.35); 2.5007 (221.06); 2.4964 (153.60); 2.4921 (74.80);2.3317 (1.01); 2.3276 (1.47); 2.3233 (1.03); 2.1203 (1.40); 2.0849(3.02); 2.0693 (2.53); 2.0529 (1.59); 1.9869 (3.44); 1.8305 (0.62);1.8033 (1.25); 1.7797 (1.18); 1.7488 (0.47); 1.5895 (0.65); 1.5680(1.22); 1.5602 (1.31); 1.5383 (1.12); 1.5298 (1.20); 1.5096 (0.49);1.2366 (0.74); 1.1930 (0.95); 1.1751 (1.85); 1.1573 (0.94); 0.8900(0.34); −0.0002 (3.87)

Ex. I-135 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

14.1260 (0.72); 13.3817 (0.69); 13.2857 (0.72); 13.2809 (0.75); 13.2757(0.81); 13.2498 (0.80); 13.2340 (0.87); 13.2060 (0.89); 13.1986 (0.71);13.1415 (0.71); 13.1068 (0.85); 13.0719 (0.83); 7.9737 (9.56); 7.9710(9.75); 7.9540 (10.25); 7.6693 (0.72); 7.6418 (3.95); 7.6247 (9.46);7.6065 (7.06); 7.5511 (12.31); 7.5330 (7.43); 7.4669 (6.15); 7.4479(9.82); 7.4289 (4.69); 7.4079 (0.98); 7.2858 (6.28); 7.2747 (1.95);7.1723 (1.85); 7.1524 (15.53); 7.0672 (0.76); 7.0363 (2.76); 7.0194(8.67); 7.0122 (16.00); 6.8916 (15.78); 6.8764 (7.57); 6.3940 (5.83);6.3769 (6.84); 6.3655 (6.25); 6.3495 (5.62); 5.7468 (8.87); 5.4271(3.18); 5.3817 (10.99); 5.3430 (12.11); 5.2988 (3.06); 5.0884 (1.92);4.9964 (0.72); 4.9415 (0.93); 4.7184 (0.72); 4.6263 (0.74); 4.6019(0.76); 4.5397 (0.73); 4.4952 (0.84); 4.4553 (0.81); 4.4359 (0.85);4.3845 (0.92); 4.3208 (4.26); 4.2862 (4.44); 4.2252 (0.91); 4.1930(0.87); 4.1727 (0.98); 4.1520 (1.20); 4.1248 (1.18); 4.1056 (5.86);4.0866 (1.95); 4.0775 (7.13); 4.0610 (8.05); 4.0393 (4.48); 4.0331(6.79); 4.0214 (3.68); 4.0032 (2.02); 3.9821 (1.24); 3.9753 (1.40);3.9628 (1.76); 3.9426 (4.25); 3.9062 (4.58); 3.8734 (1.77); 3.8598(1.42); 3.8361 (1.34); 3.8235 (1.40); 3.8181 (1.31); 3.7885 (1.54);3.7514 (1.59); 3.7054 (1.76); 3.6326 (1.94); 3.5783 (2.59); 3.5132(3.42); 3.4595 (5.08); 3.3076 (3416.56); 3.2430 (13.37); 3.2263 (11.33);3.1982 (8.45); 3.1820 (8.49); 2.8288 (2.75); 2.7949 (4.89); 2.7662(2.92); 2.7231 (0.81); 2.7102 (0.99); 2.6695 (5.50); 2.5049 (610.95);2.5005 (758.75); 2.4964 (528.92); 2.3272 (4.73); 2.0696 (7.43); 2.0389(7.07); 2.0087 (4.19); 1.9869 (12.23); 1.9079 (0.98); 1.7854 (1.53);1.7544 (3.28); 1.7328 (2.93); 1.7054 (1.28); 1.6545 (0.74); 1.5507(1.66); 1.5421 (1.62); 1.5243 (3.67); 1.5209 (3.42); 1.5011 (2.91);1.4719 (1.48); 1.3983 (1.69); 1.3005 (0.74); 1.2369 (4.63); 1.2242(1.08); 1.2093 (0.81); 1.1928 (3.20); 1.1752 (6.27); 1.1571 (3.19);0.8687 (0.74); 0.8543 (0.87); −0.0002 (67.74); −0.9033 (0.78); −2.0576(0.69)

Ex. I-136 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0311 (0.54); 8.0194 (9.83); 7.8488 (1.24); 7.8349 (2.58); 7.8208(1.28); 7.4052 (2.02); 7.4012 (2.47); 7.3860 (2.65); 7.3821 (3.30);7.3770 (1.36); 7.3726 (1.08); 7.3577 (2.44); 7.3534 (2.04); 7.3382(2.02); 7.3340 (1.60); 7.3131 (2.04); 7.2641 (1.95); 7.2617 (2.08);7.2453 (2.87); 7.2429 (2.92); 7.2266 (1.20); 7.2240 (1.17); 7.1799(4.79); 7.1718 (2.44); 7.1584 (3.24); 7.1561 (2.99); 7.1383 (2.75);7.0468 (2.32); 7.0358 (5.55); 6.9116 (4.58); 6.9000 (2.67); 5.7838(1.53); 5.7643 (1.76); 5.7560 (1.68); 5.7363 (1.46); 5.4613 (1.16);5.4186 (3.62); 5.3760 (3.63); 5.3332 (1.17); 4.3626 (1.05); 4.3302(1.09); 3.9785 (0.97); 3.9442 (1.07); 3.8921 (1.58); 3.8641 (1.85);3.8489 (2.13); 3.8209 (1.74); 3.4076 (0.67); 3.3981 (0.56); 3.3874(0.97); 3.3785 (1.70); 3.3695 (1.22); 3.3598 (1.40); 3.3424 (364.53);3.3185 (4.84); 3.2982 (2.24); 3.2886 (1.13); 3.2789 (2.10); 3.2552(2.81); 3.2356 (1.90); 3.1964 (0.34); 3.1198 (0.61); 3.1154 (0.62);3.1015 (2.12); 3.0973 (1.75); 3.0833 (3.21); 3.0693 (1.84); 3.0652(2.23); 3.0513 (0.68); 3.0472 (0.66); 2.8570 (0.74); 2.8266 (1.35);2.7988 (0.73); 2.6764 (0.53); 2.6718 (0.75); 2.6674 (0.55); 2.5420(0.41); 2.5252 (1.25); 2.5205 (1.94); 2.5117 (39.18); 2.5073 (84.33);2.5028 (113.58); 2.4982 (81.82); 2.4938 (39.24); 2.3341 (0.56); 2.3295(0.77); 2.3251 (0.57); 2.1219 (0.91); 2.0885 (2.03); 2.0768 (16.00);2.0638 (0.88); 2.0552 (1.08); 1.8289 (0.36); 1.8006 (0.85); 1.7756(0.78); 1.5960 (0.40); 1.5747 (0.82); 1.5652 (0.93); 1.5440 (0.87);1.5346 (0.83); 1.5136 (0.35); 1.1189 (0.37); 1.1013 (0.77); 1.0818(6.68); 1.0638 (13.43); 1.0458 (6.13); 0.0080 (0.66); −0.0002 (24.03);−0.0084 (0.86)

Ex. I-137 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.7774 (1.07); 8.0903 (1.27); 8.0800 (1.08); 8.0664 (1.48); 8.0182(0.43); 7.9865 (2.48); 7.9781 (2.01); 7.9730 (2.12); 7.9633 (11.40);7.9546 (2.24); 7.9481 (1.02); 7.6939 (2.12); 7.6914 (2.21); 7.6761(2.60); 7.6736 (2.50); 7.6501 (0.39); 7.6467 (0.41); 7.6298 (0.38);7.6257 (0.34); 7.6096 (0.38); 7.5901 (0.95); 7.5785 (2.31); 7.5744(3.10); 7.5647 (3.51); 7.5547 (2.75); 7.5513 (2.34); 7.5394 (0.79);7.5342 (0.48); 7.5295 (0.63); 7.5090 (2.74); 7.4910 (2.61); 7.4884(2.63); 7.4704 (1.91); 7.4058 (1.59); 7.3860 (2.92); 7.3663 (2.08);7.3057 (1.71); 7.1924 (1.88); 7.1872 (2.64); 7.1829 (2.32); 7.1724(4.02); 7.1587 (2.03); 7.1196 (1.69); 7.1149 (1.41); 7.0992 (1.46);7.0944 (1.29); 7.0560 (2.00); 7.0390 (3.38); 7.0227 (4.44); 6.9009(3.87); 6.8868 (2.27); 5.7755 (1.14); 5.7549 (1.39); 5.7484 (1.38);5.7278 (1.18); 5.4530 (0.49); 5.4463 (0.68); 5.4384 (0.76); 5.4234(0.41); 5.4039 (2.61); 5.3657 (2.77); 5.3236 (0.73); 5.2410 (9.84);4.4708 (0.87); 4.4559 (0.88); 4.3521 (0.84); 4.3204 (0.88); 4.0575(1.22); 4.0397 (3.65); 4.0219 (3.73); 4.0041 (1.38); 3.9731 (0.83);3.9387 (0.88); 3.9152 (1.28); 3.8877 (1.42); 3.8721 (1.60); 3.8448(1.31); 3.4127 (1.61); 3.3921 (1.92); 3.3697 (2.17); 3.3594 (1.68);3.3493 (2.67); 3.3127 (459.35); 3.2609 (1.84); 3.2309 (0.98); 2.8633(0.65); 2.8506 (0.48); 2.8349 (1.07); 2.8049 (0.62); 2.7359 (0.36);2.6703 (0.42); 2.5403 (0.47); 2.5233 (1.24); 2.5101 (21.45); 2.5057(40.97); 2.5012 (54.35); 2.4968 (38.02); 2.4924 (18.62); 2.3280 (0.43);2.3235 (0.32); 2.1114 (0.87); 2.0769 (1.44); 2.0701 (1.49); 2.0425(0.88); 1.9874 (16.00); 1.8186 (0.43); 1.7983 (0.66); 1.7901 (0.74);1.7678 (0.63); 1.7601 (0.62); 1.5874 (0.46); 1.5665 (0.72); 1.5577(0.79); 1.5368 (0.67); 1.5286 (0.65); 1.4100 (3.48); 1.3976 (4.79);1.2353 (0.65); 1.1931 (4.50); 1.1753 (8.84); 1.1575 (4.41); −0.0002(5.11)

Ex. I-138 Solvent: CD3CN, Spectrometer: 399.95 MHz

7.9516 (9.69); 7.8395 (2.10); 7.8358 (1.71); 7.8216 (2.76); 7.8169(2.36); 7.6275 (1.46); 7.6229 (1.77); 7.6050 (2.67); 7.5680 (0.92);7.5638 (1.14); 7.5496 (2.70); 7.5453 (2.60); 7.5329 (3.43); 7.5280(3.18); 7.5152 (2.37); 7.5109 (2.01); 7.4966 (0.76); 7.4925 (0.61);7.0914 (10.75); 7.0428 (2.18); 6.9263 (2.32); 6.9077 (4.46); 6.8344(3.64); 6.7895 (4.73); 6.7727 (2.25); 6.6527 (2.38); 5.2913 (0.80);5.2488 (4.37); 5.2208 (4.34); 5.1784 (0.82); 4.7645 (16.00); 4.6931(0.54); 4.5064 (0.95); 4.4725 (1.00); 4.4138 (0.66); 4.4077 (0.67);4.2458 (11.95); 4.2398 (12.07); 4.1884 (0.34); 4.1823 (0.33); 4.0679(0.60); 4.0501 (0.62); 3.9507 (0.89); 3.9146 (0.99); 3.4455 (0.41);3.4359 (0.86); 3.4262 (0.51); 3.4170 (0.96); 3.4073 (1.86); 3.3976(1.00); 3.3884 (0.57); 3.3788 (0.97); 3.3691 (0.53); 3.3590 (0.75);3.3522 (0.82); 3.3229 (1.34); 3.2943 (0.76); 3.2871 (0.69); 2.9355(0.65); 2.9286 (0.73); 2.8980 (1.22); 2.8719 (0.73); 2.8654 (0.69);2.7560 (2.20); 2.7501 (4.27); 2.7441 (2.19); 2.2649 (0.78); 2.2253(1.20); 2.2183 (1.17); 2.1798 (0.94); 2.1415 (27.90); 2.1377 (24.49);2.1197 (0.61); 2.1131 (0.61); 2.1069 (0.66); 2.1008 (0.48); 1.9716(2.43); 1.9638 (2.83); 1.9577 (3.64); 1.9519 (25.59); 1.9457 (47.80);1.9396 (65.88); 1.9334 (45.65); 1.9272 (24.43); 1.8963 (1.18); 1.8868(1.10); 1.8663 (0.58); 1.8560 (0.53); 1.8067 (0.56); 1.7959 (0.58);1.7745 (1.18); 1.7677 (1.26); 1.7557 (0.43); 1.7446 (0.94); 1.7339(0.91); 1.7149 (0.47); 1.7034 (0.43); 1.4367 (2.06); 1.2763 (0.33);1.2214 (0.71); 1.2036 (1.33); 1.1858 (0.68); −0.0002 (10.88); −0.0085(0.44)

Ex. I-139 Solvent: CD3CN, Spectrometer: 399.95 MHz

7.9422 (11.38); 7.9325 (0.34); 7.8336 (2.30); 7.8301 (2.02); 7.8152(2.86); 7.8111 (2.51); 7.6398 (1.70); 7.6363 (1.92); 7.6206 (2.52);7.6181 (2.75); 7.5601 (1.07); 7.5562 (1.24); 7.5416 (2.84); 7.5376(2.70); 7.5234 (2.31); 7.5185 (3.61); 7.5136 (2.31); 7.4994 (2.63);7.4953 (2.37); 7.4807 (0.99); 7.4769 (0.82); 7.0735 (12.12); 7.0413(2.30); 7.0240 (0.35); 6.9254 (2.51); 6.9062 (4.69); 6.8340 (3.89);6.7886 (5.05); 6.7712 (2.37); 6.6518 (2.56); 6.0273 (0.58); 6.0136(1.20); 6.0006 (0.99); 5.9874 (1.40); 5.9842 (0.82); 5.9736 (0.84);5.9704 (1.47); 5.9575 (1.14); 5.9442 (1.47); 5.9306 (0.76); 5.3334(0.93); 5.3291 (2.31); 5.3247 (2.37); 5.3204 (0.99); 5.2900 (1.56);5.2860 (2.70); 5.2815 (2.28); 5.2773 (0.97); 5.2461 (4.73); 5.2199(4.67); 5.1923 (1.09); 5.1890 (2.22); 5.1844 (2.19); 5.1809 (1.47);5.1661 (1.12); 5.1628 (2.07); 5.1583 (1.99); 5.1550 (1.04); 4.6874(16.00); 4.6497 (0.44); 4.5028 (1.00); 4.4683 (1.04); 4.0893 (3.70);4.0857 (6.04); 4.0821 (3.77); 4.0757 (3.81); 4.0720 (5.96); 4.0684(3.56); 3.9475 (0.98); 3.9123 (1.09); 3.4421 (0.44); 3.4323 (0.92);3.4225 (0.55); 3.4135 (1.02); 3.4038 (1.95); 3.3941 (1.05); 3.3850(0.62); 3.3753 (1.05); 3.3655 (0.61); 3.3577 (0.82); 3.3507 (0.88);3.3216 (1.43); 3.2928 (0.83); 3.2858 (0.75); 2.9371 (0.73); 2.9303(0.78); 2.9047 (1.25); 2.8996 (1.28); 2.8735 (0.78); 2.8668 (0.72);2.2600 (0.85); 2.2220 (1.32); 2.2156 (1.27); 2.1778 (1.06); 2.1389(22.94); 2.1195 (0.40); 2.1132 (0.42); 2.1069 (0.49); 2.1009 (0.35);1.9639 (2.08); 1.9576 (2.78); 1.9519 (18.28); 1.9458 (34.33); 1.9396(46.88); 1.9334 (32.22); 1.9272 (17.28); 1.9171 (1.44); 1.8943 (1.01);1.8847 (0.92); 1.8650 (0.47); 1.8543 (0.41); 1.8069 (0.49); 1.7963(0.54); 1.7746 (1.04); 1.7678 (1.20); 1.7555 (0.36); 1.7452 (0.92);1.7351 (0.87); 1.7153 (0.44); 1.7048 (0.39); 1.3714 (0.63); 1.3402(0.77); 1.2847 (1.04); 1.2761 (0.97); 1.2688 (0.83); −0.0002 (7.70)

Ex. I-140 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0244 (9.48); 7.4168 (0.68); 7.4125 (0.95); 7.3926 (1.68); 7.3778(2.74); 7.3736 (2.91); 7.3589 (2.21); 7.2155 (2.56); 7.1964 (2.11);7.1139 (1.37); 7.0959 (2.41); 7.0772 (1.11); 6.4964 (4.41); 5.9017(1.19); 5.8839 (1.35); 5.8741 (1.33); 5.8558 (1.27); 5.7550 (13.33);5.3468 (0.84); 5.3041 (2.59); 5.2536 (2.57); 5.2404 (12.85); 5.2114(0.83); 4.3812 (0.72); 4.3472 (0.71); 3.9833 (0.67); 3.9492 (0.71);3.9179 (1.32); 3.8899 (1.51); 3.8748 (1.73); 3.8471 (1.43); 3.4003(0.59); 3.3905 (0.45); 3.3799 (0.71); 3.3715 (1.33); 3.3621 (1.15);3.3384 (219.17); 3.3318 (186.18); 3.3283 (225.94); 3.3255 (247.43);3.3042 (2.68); 3.2908 (2.47); 3.2728 (1.95); 3.2588 (1.05); 3.2477(1.68); 3.2298 (1.96); 2.8585 (0.51); 2.8333 (0.85); 2.8016 (0.54);2.6753 (0.67); 2.6705 (0.98); 2.6664 (0.71); 2.5409 (0.53); 2.5241(1.66); 2.5194 (2.38); 2.5102 (56.20); 2.5060 (108.60); 2.5017 (150.67);2.4975 (103.44); 2.4932 (50.87); 2.3378 (0.34); 2.3330 (0.75); 2.3284(0.97); 2.3240 (0.67); 2.2055 (16.00); 2.1259 (0.61); 2.0973 (1.29);2.0733 (2.06); 1.8149 (0.55); 1.8081 (0.58); 1.7858 (0.56); 1.7759(0.51); 1.5753 (0.53); 1.5661 (0.57); 1.5437 (0.56); 1.5344 (0.51);1.2351 (0.47); 0.0080 (1.39); −0.0002 (49.76); −0.0086 (1.41)

Ex. I-141 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0252 (9.43); 7.3115 (1.56); 7.1921 (1.51); 7.1781 (4.67); 7.1713(7.77); 7.1084 (3.35); 7.0880 (2.14); 7.0451 (1.78); 7.0328 (4.04);6.9081 (3.50); 6.8970 (2.00); 5.8669 (1.37); 5.8485 (1.59); 5.8391(1.53); 5.8206 (1.38); 5.7592 (4.48); 5.4595 (0.88); 5.4169 (2.82);5.3737 (2.77); 5.3312 (0.87); 5.1947 (13.81); 4.3629 (0.83); 4.3295(0.85); 4.0374 (0.57); 4.0196 (0.60); 3.9790 (0.76); 3.9447 (0.84);3.9057 (1.38); 3.8776 (1.62); 3.8626 (1.82); 3.8346 (1.49); 3.4066(0.59); 3.3972 (0.44); 3.3873 (0.69); 3.3777 (1.26); 3.3683 (0.75);3.3588 (0.57); 3.3487 (1.00); 3.3285 (95.13); 3.2885 (0.69); 3.2755(1.87); 3.2571 (2.65); 3.2323 (2.02); 3.2142 (1.62); 2.8579 (0.59);2.8273 (1.03); 2.7995 (0.58); 2.6754 (0.42); 2.6708 (0.59); 2.6662(0.43); 2.5408 (0.40); 2.5241 (2.12); 2.5107 (32.27); 2.5063 (65.07);2.5017 (86.42); 2.4971 (63.31); 2.4927 (30.85); 2.3328 (0.48); 2.3286(0.69); 2.3240 (0.47); 2.2611 (16.00); 2.1256 (0.71); 2.0911 (1.51);2.0569 (0.83); 1.9892 (2.52); 1.8118 (0.66); 1.8044 (0.73); 1.7815(0.65); 1.7744 (0.61); 1.5749 (0.65); 1.5666 (0.71); 1.5454 (0.66);1.5359 (0.64); 1.1921 (0.70); 1.1743 (1.39); 1.1565 (0.68); 0.0080(0.55); −0.0002 (15.40); −0.0084 (0.58)

Ex. I-142 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0161 (7.00); 7.2429 (2.73); 7.2235 (3.08); 7.0394 (3.68); 6.9128(1.98); 6.8937 (1.78); 6.4987 (4.18); 5.8531 (1.14); 5.8346 (1.34);5.8254 (1.31); 5.8069 (1.18); 5.7588 (4.38); 5.3511 (0.96); 5.3085(2.73); 5.2581 (2.66); 5.2116 (11.88); 4.3818 (0.80); 4.3487 (0.83);3.9820 (0.75); 3.9497 (0.81); 3.8747 (1.17); 3.8469 (1.34); 3.8318(1.54); 3.8041 (1.28); 3.3996 (0.56); 3.3896 (0.44); 3.3798 (0.76);3.3708 (1.27); 3.3613 (1.06); 3.3287 (106.18); 3.2877 (0.74); 3.2725(1.68); 3.2544 (2.27); 3.2297 (1.86); 3.2113 (1.37); 2.8575 (0.55);2.8305 (1.00); 2.7997 (0.57); 2.6748 (0.36); 2.6706 (0.48); 2.6664(0.37); 2.5058 (56.62); 2.5015 (73.74); 2.4972 (55.51); 2.3286 (14.03);2.2044 (16.00); 2.1220 (0.73); 2.0911 (1.54); 2.0629 (0.86); 1.9890(1.23); 1.8161 (0.63); 1.8074 (0.69); 1.7852 (0.63); 1.7775 (0.59);1.5724 (0.64); 1.5621 (0.70); 1.5415 (0.65); 1.5321 (0.63); 1.1920(0.32); 1.1743 (0.65); 1.1564 (0.32); −0.0002 (11.15); −0.0083 (0.62)

Ex. I-143 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0264 (8.21); 7.4170 (0.74); 7.4129 (0.90); 7.3939 (1.67); 7.3780(2.59); 7.3740 (2.71); 7.3588 (2.04); 7.2170 (2.57); 7.2076 (1.55);7.1968 (2.11); 7.1138 (1.37); 7.0951 (2.34); 7.0732 (3.58); 6.9384(1.50); 6.3843 (3.27); 5.9020 (1.14); 5.8841 (1.31); 5.8743 (1.29);5.8562 (1.16); 5.7590 (11.78); 5.2448 (12.75); 5.1995 (2.65); 5.1609(2.59); 5.1187 (0.68); 4.3628 (0.69); 4.3291 (0.72); 4.0375 (0.55);4.0197 (0.58); 4.0017 (0.50); 3.9914 (0.64); 3.9566 (0.71); 3.9188(1.22); 3.8909 (1.41); 3.8758 (1.56); 3.8480 (1.31); 3.3934 (0.49);3.3838 (0.35); 3.3737 (0.62); 3.3643 (1.11); 3.3551 (0.68); 3.3295(57.52); 3.2902 (1.51); 3.2721 (1.80); 3.2472 (1.56); 3.2295 (1.93);3.2056 (0.49); 2.8329 (0.48); 2.8036 (0.87); 2.7752 (0.48); 2.6710(0.33); 2.5241 (1.25); 2.5108 (19.67); 2.5065 (38.51); 2.5020 (50.06);2.4974 (36.40); 2.4931 (17.90); 2.3286 (0.35); 2.1608 (16.00); 2.1069(0.65); 2.0750 (1.36); 2.0468 (0.74); 1.9893 (2.44); 1.7743 (0.55);1.7672 (0.60); 1.7447 (0.55); 1.7367 (0.51); 1.5600 (0.55); 1.5506(0.60); 1.5295 (0.56); 1.5205 (0.54); 1.1922 (0.65); 1.1744 (1.27);1.1566 (0.62); −0.0002 (1.30)

Ex. I-144 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0171 (11.14); 7.3119 (1.66); 7.2446 (3.33); 7.2252 (3.77); 7.1787(3.96); 7.1687 (1.93); 7.0414 (4.37); 7.0328 (4.93); 6.9110 (4.29);6.8968 (3.85); 5.8551 (1.32); 5.8367 (1.53); 5.8275 (1.50); 5.8090(1.35); 5.7588 (13.01); 5.4593 (0.90); 5.4168 (2.93); 5.3743 (2.87);5.3317 (0.89); 5.2129 (14.97); 4.3620 (0.83); 4.3280 (0.88); 4.0555(0.55); 4.0377 (1.70); 4.0199 (1.72); 4.0021 (0.64); 3.9792 (0.78);3.9448 (0.85); 3.8760 (1.46); 3.8482 (1.76); 3.8331 (1.96); 3.8054(1.58); 3.4047 (0.59); 3.3953 (0.41); 3.3854 (0.72); 3.3761 (1.25);3.3667 (0.74); 3.3565 (0.54); 3.3468 (0.92); 3.3297 (52.57); 3.2889(0.67); 3.2741 (1.98); 3.2557 (2.71); 3.2312 (2.19); 3.2129 (1.70);2.8579 (0.59); 2.8273 (1.05); 2.8011 (0.59); 2.6711 (0.35); 2.5245(1.23); 2.5197 (1.95); 2.5112 (19.18); 2.5067 (38.56); 2.5021 (50.85);2.4975 (36.83); 2.4930 (17.86); 2.3298 (16.00); 2.1247 (0.72); 2.0917(1.52); 2.0756 (0.72); 2.0577 (0.84); 1.9894 (7.55); 1.8347 (0.33);1.8134 (0.67); 1.8046 (0.73); 1.7826 (0.68); 1.7742 (0.63); 1.5964(0.33); 1.5755 (0.66); 1.5663 (0.75); 1.5451 (0.69); 1.5358 (0.66);1.1923 (2.05); 1.1745 (4.09); 1.1567 (2.01); −0.0002 (1.74)

Ex. I-145 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0777 (5.90); 8.0540 (0.37); 7.6539 (1.28); 7.6486 (1.39); 7.6351(1.58); 7.6299 (1.66); 7.4775 (0.55); 7.4722 (0.82); 7.4576 (2.38);7.4524 (2.05); 7.4458 (2.38); 7.4267 (2.21); 7.4072 (0.77); 7.3123(0.99); 7.1790 (2.27); 7.1682 (1.18); 7.0459 (1.14); 7.0322 (2.76);6.9077 (2.46); 6.8965 (1.37); 6.0318 (0.90); 6.0130 (1.07); 6.0040(1.03); 5.9851 (0.93); 5.7583 (7.50); 5.4617 (0.57); 5.4192 (1.78);5.3754 (1.91); 5.3326 (0.60); 4.3667 (0.55); 4.3343 (0.59); 4.0554(0.45); 4.0376 (1.35); 4.0197 (1.43); 4.0105 (0.87); 4.0019 (0.59);3.9825 (1.48); 3.9668 (1.32); 3.9390 (1.31); 3.7244 (16.00); 3.4093(1.23); 3.3901 (1.50); 3.3778 (0.55); 3.3657 (1.22); 3.3588 (0.62);3.3469 (1.32); 3.3292 (50.69); 3.2900 (0.46); 3.2599 (0.78); 3.2305(0.42); 2.8584 (0.40); 2.8279 (0.72); 2.8003 (0.41); 2.6711 (0.38);2.5244 (1.36); 2.5110 (22.32); 2.5066 (44.26); 2.5021 (57.93); 2.4976(42.65); 2.4932 (21.32); 2.3289 (0.46); 2.1311 (0.51); 2.0961 (1.07);2.0613 (0.59); 1.9892 (5.90); 1.8191 (0.45); 1.8112 (0.49); 1.7887(0.45); 1.7806 (0.44); 1.5777 (0.46); 1.5693 (0.50); 1.5479 (0.48);1.5387 (0.45); 1.1925 (1.60); 1.1747 (3.22); 1.1569 (1.56); 0.0080(0.61); −0.0002 (16.07); −0.0084 (0.70)

Ex. I-146 Solvent: DMSO-d6, Spectrometer: 399.95 MHz

8.0535 (9.44); 7.5691 (2.16); 7.5651 (2.39); 7.5493 (2.63); 7.5453(2.70); 7.3988 (1.68); 7.3949 (1.79); 7.3792 (2.69); 7.3754 (2.46);7.3113 (3.50); 7.2913 (4.08); 7.2717 (1.69); 7.1802 (3.63); 7.1694(1.79); 7.0470 (1.77); 7.0334 (4.12); 6.9090 (3.72); 6.8976 (2.09);6.0150 (1.39); 5.9960 (1.63); 5.9871 (1.59); 5.9679 (1.41); 5.7588(3.21); 5.4617 (0.89); 5.4191 (2.89); 5.3770 (2.91); 5.3344 (0.90);5.1522 (1.58); 5.1121 (7.56); 5.0947 (7.50); 5.0547 (1.65); 4.3647(0.87); 4.3314 (0.91); 4.0555 (1.20); 4.0377 (3.68); 4.0199 (3.75);4.0020 (1.53); 3.9956 (1.72); 3.9842 (0.88); 3.9676 (1.88); 3.9523(2.59); 3.9243 (1.54); 3.4244 (0.34); 3.4096 (1.98); 3.3903 (2.43);3.3783 (0.83); 3.3664 (1.89); 3.3587 (0.91); 3.3473 (2.05); 3.3306(50.65); 3.2947 (0.72); 3.2641 (1.15); 3.2358 (0.62); 2.8644 (0.61);2.8339 (1.08); 2.8071 (0.61); 2.5109 (18.17); 2.5067 (35.81); 2.5022(46.86); 2.4977 (34.53); 2.4934 (17.30); 2.3289 (0.32); 2.1338 (0.76);2.0992 (1.60); 2.0651 (0.89); 1.9894 (16.00); 1.8423 (0.34); 1.8211(0.70); 1.8125 (0.76); 1.7907 (0.69); 1.7820 (0.65); 1.6049 (0.33);1.5838 (0.70); 1.5746 (0.77); 1.5532 (0.71); 1.5446 (0.68); 1.1925(4.34); 1.1747 (8.57); 1.1569 (4.25); 0.0079 (0.50); −0.0002 (12.85);−0.0085 (0.57)

The intensity of sharp signals correlates with the height of the signalsin a printed example of an NMR spectrum in cm and shows the true ratiosof the signal intensities. In the case of broad signals, several peaksor the middle of the signal and their relative intensities may be shownin comparison to the most intense signal in the spectrum.

The lists of the 1H NMR peaks are similar to the conventional 1H NMRprintouts and thus usually contain all peaks listed in conventional NMRinterpretations.

In addition, like conventional 1H NMR printouts, they may show solventsignals, signals of stereoisomers of the target compounds, whichlikewise form part of the subject-matter of the invention, and/or peaksof impurities.

In the reporting of compound signals in the delta range of solventsand/or water, our lists of 1H NMR peaks show the usual solvent peaks,for example peaks of DMSO in DMSO-d₆ and the peak of water, whichusually have a high intensity on average.

The peaks of stereoisomers of the target compounds and/or peaks ofimpurities usually have a lower intensity on average than the peaks ofthe target compounds (for example with a purity of >90%).

Such stereoisomers and/or impurities may be typical of the particularpreparation process. Their peaks can thus help to identify reproductionof our preparation process with reference to “by-product fingerprints”.

An expert calculating the peaks of the target compounds by known methods(MestreC, ACD simulation, but also with empirically evaluated expectedvalues) can, if required, isolate the peaks of the target compounds,optionally using additional intensity filters. This isolation would besimilar to the relevant peak picking in conventional 1H NMRinterpretation.

The table lists all NMR data, both for the end compounds and for theintermediates.

Use Examples Example A Phytophthora Test (Tomato)/Protective

Solvent: 49 parts by weight of N,N-dimethylformamide Emulsifier:  1 partby weight of alkylaryl polyglycol ether

To produce an appropriate active ingredient formulation, 1 part byweight of active ingredient is mixed with the specified amounts ofsolvent and emulsifier, and the concentrate is diluted with water to thedesired concentration.

To test for protective efficacy, young tomato plants are sprayed withthe active ingredient formulation at the stated application rate. 1 dayafter the treatment, the plants are inoculated with a spore suspensionof Phytophthora infestans, and then left to stand at 100% rel. humidityand 22° C. for 24 h. Subsequently, the plants are placed in a climatechamber at approx. 96% relative air humidity and a temperature ofapprox. 20° C.

Evaluation follows 7 days after the inoculation. 0% means an efficacywhich corresponds to that of the control, whereas an efficacy of 100%means that no infection is observed.

In this test, the following inventive compounds show, at an activeingredient concentration of 100 ppm, an efficacy of 70% or more:

Ex. Eff. % I-2 100 I-3 100 I-4 100 I-5 100 I-6 100 I-7 100 I-8 100 I-9100 I-10 100 I-11 100 I-12 95 I-13 100 I-14 100 I-15 100 I-17 100 I-18100 I-19 100 I-20 100 I-21 100 I-22 100 I-23 100 I-24 100 I-26 100 I-27100 I-28 100 I-29 100 I-30 100 I-31 100 I-32 100 I-33 100 I-34 100 I-3595 I-36 100 I-37 100 I-38 100 I-39 100 I-40 100 I-41 100 I-42 100 I-4394 I-44 94 I-45 94 I-46 94 I-47 94 I-48 94 I-49 94 I-50 94 I-51 97 I-5294 I-53 94 I-54 94 I-55 94 I-56 94 I-57 94 I-60 84 I-61 89 I-62 89 I-6394 I-64 100 I-65 100 I-70 97 I-71 100 I-74 100 I-76 100 I-77 98 I-78 80I-81 100 I-82 70 I-83 98 I-84 90 I-85 75 I-86 75 I-87 80 I-93 95 I-94100 I-95 100 I-96 95 I-96 95 I-97 95 I-98 95 I-99 100 I-100 100 I-101100 I-102 75 I-103 80 I-104 97 I-107 100 I-108 100 I-109 100 I-110 100I-111 98 I-112 94 I-113 85 I-114 94 I-115 88 I-116 98 I-117 79 I-118 95I-119 89 I-120 89 I-121 100 I-122 97 I-123 100 I-124 100 I-125 89 I-12797 I-128 90 I-129 98 I-130 100 I-131 100 I-132 100 I-133 100 I-134 93I-135 80 I-136 93 I-137 100 I-138 93 I-139 80 I-140 84

Example B Plasmopara Test (Grapevine)/Protective

Solvent: 24.5 parts by weight of acetone 24.5 parts by weight ofdimethylacetamide Emulsifier: 1 part by weight of alkylaryl polyglycolether

To produce an appropriate active ingredient formulation, 1 part byweight of active ingredient is mixed with the specified amounts ofsolvent and emulsifier, and the concentrate is diluted with water to thedesired concentration.

To test for protective efficacy, young plants are sprayed with theactive ingredient formulation at the stated application rate. After thespray coating has dried on, the plants are inoculated with an aqueousspore suspension of Plasmopara viticola and then remain in an incubationcabin at approx. 20° C. and 100% relative air humidity for 1 day.Subsequently, the plants are placed in a greenhouse at approx. 21° C.and approx. 90% air humidity for 4 days. The plants are then moistenedand placed in an incubation cabin for 1 day.

Evaluation follows 6 days after the inoculation. 0% means an efficacywhich corresponds to that of the control, whereas an efficacy of 100%means that no infection is observed.

In this test, the following inventive compounds show, at an activeingredient concentration of 10 ppm, an efficacy of 70% or more:

Ex. Eff. % I-3 97 I-4 100 I-5 87 I-7 100 I-10 92 I-14 100 I-15 81 I-1694 I-18 100 I-19 100 I-21 100 I-22 100 I-23 98 I-25 97 I-26 100 I-27 99I-29 90 I-31 97 I-32 85 I-34 87 I-35 100 I-36 100 I-38 95 I-40 90 I-4181 I-46 94 I-47 90 I-53 96 I-54 100 I-55 92 I-57 90 I-60 100 I-61 100I-62 100 I-63 100 I-64 100 I-65 100 I-74 100 I-75 100 I-76 93 I-77 93I-78 97 I-81 99 I-82 94 I-83 94 I-84 100 I-85 100 I-86 99 I-87 95 I-102100 I-103 100 I-108 93 I-112 100 I-113 100 I-114 100 I-115 100 I-116 100I-117 96 I-118 100 I-119 100 I-120 95 I-121 98 I-122 89 I-123 73 I-124100 I-125 100 I-127 96 I-128 93 I-129 98 I-130 100 I-131 94 I-132 96I-133 85 I-138 98 I-140 100

Example C Peronospora Test (Oilseed Rape Seeds)/Seed Treatment

The test was conducted under greenhouse conditions.

Oilseed rape seeds treated with an inventive active compound or acombination of inventive active compounds dissolved inN-methyl-2-pyrrolidone and diluted with water to the desired dose weresown in 6*6 cm vessels. The vessels contain 4 cm of a 1:1 mixture ofsteam-treated field soil and sand. The plants grew at 10° C.

14-day-old plants were inoculated with an aqueous spore suspension ofPeronospora brassicae. The vessels containing the plants were incubatedin a greenhouse at a temperature of 15° C. and a relative air humidityof 100% for 7 days.

The assessment of the test included the evaluation of the infected leafarea per plant. 0% means an efficiency corresponding to that of thecontrol, while an efficiency of 100% means that no disease is observed.

In this test, the following compounds exhibited an efficiency of 70% orhigher at a dose of 50 g/dt of the active inventive compound.

Ex. Eff. % I-4 92 I-38 86 I-60 95 I-61 90 I-62 90 I-65 90 I-124 100

The invention claimed is:
 1. A compound of formula (I) and/or a salt,metal complex and/or N-oxides of a compound of the formula (I),

wherein A is pyrazol-1-yl which may contain up to two substituents,where the substituents are each independently selected from thefollowing list: substituents on carbon: halogen, cyano, hydroxyl, nitro,—NR³R⁴, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkenyl, C₃-C₆-cycloalkyl,C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl,C₃-C₆-halocycloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylthio,C₁-C₄-alkylsulphonyl, C₁-C₄-haloalkylthio, C₁-C₄-haloalkylsulphonyl,C₁-C₄-alkoxy-C₁-C₄-alkyl, hydroxy-C₁-C₄-alkyl, C₁-C₆-alkylcarbonyl,C₁-C₆-alkoxycarbonyl, C₁-C₆-alkylcarbonyloxy or phenyl, substituents onnitrogen: C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl,C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl, C₃-C₁₀-cycloalkyl-C₁-C₆-alkyl,C₁-C₆-haloalkylcarbonyl, phenyl, benzyl, C₁-C₄-alkylsulphonyl,C₁-C₄-haloalkylsulphonyl, phenylsulphonyl, —C(C═O)H, orC₁-C₆-alkylcarbonyl, R^(G1) is the same or different and isindependently hydrogen, halogen, hydroxyl, thiol, nitro, cyan, —C(C═O)H,—C(C═O)OH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl,cycloalkyl, halocycloalkyl, hydroxyalkyl, formylalkyl, alkoxyalkyl,alkylcarbonylalkyl, alkylcycloalkyl, alkoxy, alkylcycloalkylalkyl,alkylthio, aloalkylthio, alkynylthio, alkenyloxy, alkynyloxy,haloalkoxy, alkoxyalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy,cycloalkylcarbonylamino, alkylsulphonylamino, haloalkylsulphonylamino,phenylsulphonylamino, cycloalkylalkyl, halocycloalkylalkyl,cycloalkylcycloalkyl, alkoxycarbonyloxy, alkylcarbonylthio,alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl,alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyloxy,—C(C═O)NR³R⁴ or —NR³R⁴, R³ and R⁴ are the same or different and are eachindependently hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl,benzyl or phenyl, L¹ is C(R^(L11))₂, R^(L11) is the same or differentand is independently hydrogen, halogen, hydroxyl, cyano, —C(C═O)H,—C(C═O)OH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl,alkoxyalkyl, alkylthioalkyl, alkylaminoalkyl, dialkylaminoalkyl, alkoxy,alkylthio, haloalkylthio, haloalkoxy, alkylcarbonyloxy,alkylcarbonylamino, alkylcarbonylthio, alkylsulphonyl,haloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl,trialkylsilyloxy, —NR³R⁴ or —C(C═O)NR³R⁴, or the two R^(L11) radicals,together with the carbon atom to which they are bonded, form acyclopropyl ring, or the two R^(L11) radicals are ═CH₂, ═COR³, ═NOR³ or═CHN(R⁹)₂, R⁹ is alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, benzylor phenyl, Y is sulphur or oxygen, X is carbon, R² is hydrogen, R¹⁰ isoxo, alkyl, alkenyl, haloalkyl, alkoxy, halogen, cyano or hydroxyl, p is0 or 1, G is

where the bond identified by “v” is bonded directly to X and where thebond identified by “w” is bonded directly to Q, Q is

where the bond is identified by “*” is bonded directly to G or L², andwhere the bond identified by “#” is bonded directly to L² or G, or wherethe bond identified by “*” is bonded directly to L², and the bondidentified by “#” is at the same time bonded directly to G, R⁵ is thesame or different and is independently: bonded to carbon of Q: hydrogen,oxo, halogen, cyano, hydroxyl, nitro, —CHO, —C(C═O)OH, —C(C═O)NH₂,—C(C═O)NR³R⁴, —NR³R⁴, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl,haloalkynyl, cycloalkyl, halocycloalkyl, alkylcycloalkyl,cycloalkylalkyl, cycloalkylcycloalkyl, halocycloalkylalkyl,alkylcycloalkylalkyl, cycloalkenyl, halocycloalkenyl, alkoxyalkyl,haloalkoxyalkyl, cycloalkoxyalkyl, alkoxyalkoxyalkyl, alkylthioalkyl,formylalkyl, alkylcarbonylalkyl, alkylsulphinylalkyl,alkylsulphonylalkyl, alkylaminoalkyl, dialkylaminoalkyl,haloalkylaminoalkyl, cycloalkylaminoalkyl, alkylcarbonyl,haloalkylcarbonyl, cycloalkylcarbonyl, alkoxycarbonyl,cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl, cycloalkylaminocarbonyl,hydroxyalkyl, alkoxy, haloalkoxy, cycloalkoxy, halocycloalkoxy,cycloalkylalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy,haloalkynyloxy, alkoxyalkoxy, alkylcarbonyloxy, haloalkylcarbonyloxy,cycloalkylcarbonyloxy, alkylcarbonylalkoxy, alkylthio, haloalkylthio,cycloalkylthio, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl,haloalkylsulphonyl, cycloalkylsulphonyl, trialkylsilyl,alkylsulphonylamino, haloalkylsulphonylamino, bonded to nitrogen of Q:hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl,cycloalkyl, halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, phenyl,benzyl, alkylsulphonyl, —C(C═O)H, alkoxycarbonyl or alkylcarbonyl, L² isa direct bond, m is 0, 1 or 2, R²⁰ is hydrogen, alkyl or haloalkyl, R¹is phenyl which is substituted at least once by a substituent Z⁴ and mayotherwise be unsubstituted or substituted, where the substituents areeach independently selected from Z⁴ and optionally from Z¹, Z¹ ishydrogen, halogen, hydroxyl, —SH, nitro, cyano, C(═O)H, alkyl, alkenyl,alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, cycloalkenyl,halocycloalkyl, halocycloalkenyl, hydroxyalkyl, alkoxyalkyl,haloalkoxyalkyl, cycloalkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl,alkylaminoalkyl, haloalkylaminoalkyl, cycloalkylaminoalkyl,dialkylaminoalkyl, alkylsulphonylalkyl, alkylcycloalkyl, alkoxy,alkylcycloalkylalkyl, halocycloalkoxy, alkylthio, haloalkylthio,cycloalkylthio, alkenyloxy, alkynyloxy, haloalkoxy, haloalkenyloxy,haloalkynyloxy, cycloalkoxy, alkoxyalkoxy, cycloalkylalkoxy,alkylcarbonyloxy, haloalkylcarbonyloxy, cycloalkylcarbonyloxy,cycloalkylamino, alkylsulphonylamino, haloalkylsulphonylamino,cycloalkylalkyl, halocycloalkylalkyl, cycloalkylcycloalkyl,alkoxyalkoxyalkyl, alkylcarbonylalkoxy, cycloalkylaminocarbonyl,cycloalkylalkoxycarbonyl, alkylcarbonylthio, alkylsulphinyl,haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl,cycloalkylsulphonyl, alkylcarbonyl, haloalkylcarbonyl,cycloalkylcarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, trialkylsilyl,—NR³R⁴, —C(C═O)NR³R⁴ or -L³Z³, L³ is a direct bond, —CH₂—, —C(C═O)—,sulphur, oxygen, —C(C═O)O—, —C(C═O)NH—, —OC(═O)— or —NHC(═O)—, or L³ is—NR²⁰—, —C(═S)—, —S(O)_(m)—, —CHR²⁰—, —CHR²⁰—CHR²⁰—, —CR²⁰═CR²⁰,—OCHR²⁰—, —CHR²⁰O—, Z³ is a phenyl radical, naphthalenyl radical or a 5-or 6-membered heteroaryl radical, each of which may contain 0, 1, 2 or 3substituents, where the substituents are each independently selectedfrom the following list: substituents on carbon: halogen, cyano, nitro,hydroxyl, amino, —SH, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl,haloalkynyl, cycloalkyl, halocycloalkyl, alkoxyalkyl, alkylcarbonyl,haloalkylcarbonyl, alkoxycarbonyl, alkoxy, haloalkoxy, cycloalkoxy,halocycloalkoxy, alkenyloxy, alkynyloxy, alkoxyalkoxy, alkylamino,dialkylamino, alkylthio, haloalkylthio, alkylsulphinyl,haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, trisilylalkyl orphenyl, substituents on nitrogen: hydrogen, —C(C═O)H, alkyl, alkenyl,alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl,halocycloalkyl, alkylcycloalkyl, cycloalkylalkyl, alkoxyalkyl,alkylsulphonyl, haloalkylsulphonyl, cycloalkylsulphonyl,phenylsulphonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl,haloalkoxycarbonyl, cycloalkoxycarbonyl, —C(C═O)NR³R⁴, phenyl or benzyl,Z⁴ is alkylsulphonyloxy.
 2. A compound according to claim 1, in which R⁵is the same or different and is independently: bonded to carbon of Q:hydrogen, cyano, —NR³R⁴, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl, C₃-C₈-cycloalkyl,C₃-C₈-halocycloalkyl, C₃-C₈-halocycloalkyl,C₁-C₄-alkyl-C₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl-C₁-C₄-alkyl,C₁-C₄-alkoxy-C₁-C₄-alkyl, C₃-C₈-cycloalkoxy-C₁-C₄-alkyl,C₁-C₄-alkoxy-C₁-C₄-alkoxy-C₁-C₄-alkyl, C₁-C₄-alkylthio-C₁-C₄-alkyl,C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₃-C₈-cycloalkoxy,C₃-C₈-halocycloalkoxy, C₃-C₈-cycloalkyl-C₁-C₄-alkoxy, C₂-C₆-alkenyloxy,C₂-C₆-haloalkenyloxy, C₂-C₆-alkynyloxy, C₂-C₆-haloalkynyloxy,C₁-C₆-alkoxy-C₁-C₄-alkoxy, C₁-C₆-alkylcarbonyloxy,C₁-C₆-haloalkylcarbonyloxy, C₃-C₈-cycloalkylcarbonyloxy,C₁-C₆-alkylcarbonyl-C₁-C₆-alkoxy, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio,C₃-C₈-cycloalkylthio, bonded to nitrogen of Q: hydrogen, —C(C═O)H,C₁-C₃-alkyl, C₁-C₆-alkylcarbonyl, C₁-C₆-alkoxycarbonyl or benzyl.
 3. Acompound according to claim 1, in which Z⁴ is C₁-C₆-alkylsulphonyloxy.4. Method for controlling phytopathogenic harmful fungi, comprisingapplying a compound according to claim 1 to the phytopathogenic harmfulfungi and/or their habitat.
 5. Composition for controllingphytopathogenic harmful fungi, wherein said composition comprises atleast one compound according to claim 1 and at least one extender and/orsurfactant.
 6. A bis(difluoromethyl)pyrazole derivative according toclaim 1 for controlling phytopathogenic harmful fungi.
 7. Process forproducing a composition for controlling phytopathogenic harmful fungi,comprising mixing a bis(difluoromethyl)pyrazole derivative according toclaim 1 with at least one extender and/or surfactant.
 8. A compoundaccording to claim 1 that is suitable for treatment of transgenicplants.